testosterone enantate

testosterone enantate - Names and Identifiers

Name	Testosterone Enanthate
Synonyms	Andro L.A. 200 testosterone enantate Testosterone Enanthate testosterone enthanoate 3-Oxoandrost-4-en-17-yl heptanoate 17-[(1-Oxoheptyl)oxy]androst-4-en-3-one (17beta)-3-oxoandrost-4-en-17-yl heptanoate 17-Hydroxyandrost-4-en-3-one, 17-heptanoate Androst-4-en-3-one, 17-[(1-oxoheptyl)oxy]-, (17beta)-
CAS	315-37-7
EINECS	206-253-5
InChI	InChI=1/C19H28O.C7H14O2/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18;1-2-3-4-5-6-7(8)9/h12,15-17H,3-11H2,1-2H3;2-6H2,1H3,(H,8,9)/p-1/t15-,16-,17-,18-,19-;/m0./s1
InChIKey	VOCBWIIFXDYGNZ-IXKNJLPQSA-N

testosterone enantate - Physico-chemical Properties

Molecular Formula	C26H40O3
Molar Mass	400.59
Density	1.0562 (rough estimate)
Melting Point	34-39°C
Boling Point	463.22°C (rough estimate)
Specific Rotation(α)	77 º
Solubility	Practically insoluble in water, very soluble in anhydrous ethanol, freely soluble in fatty oils.
Appearance	neat
Storage Condition	2-8°C
Refractive Index	1.4700 (estimate)
Physical and Chemical Properties	Melting Point 34-39°C specific optical rotation 77 °
Use	Clinical for the treatment of male sexual dysfunction, aplastic anemia and other diseases

testosterone enantate - Risk and Safety

Hazard Symbols	T - Toxic
Risk Codes	R45 - May cause cancer R63 - Possible risk of harm to the unborn child
Safety Description	S53 - Avoid exposure - obtain special instructions before use. S22 - Do not breathe dust. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany	3
RTECS	XA3080000
HS Code	2937290000

testosterone enantate - Nature

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Melting Point: 34-39°C
specific rotation: 77 °
storage conditions: 2-8°C
CAS DataBase: 315-37-7(CAS DataBase Reference)
NIST chemical substance information: Testosterone enanthate(315-37-7)

Last Update：2022-01-01 08:48:18

testosterone enantate - Uses and methods of synthesis

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male hormone drugs

testosterone heptanoate is a male hormone drug, which is a compound preparation of testosterone propionate and testosterone heptanoate. The same role with acetone testosterone, can promote the development of male sexual organs and accessory sexual characteristics, against estrogen. And protein assimilation, can make muscle growth, weight gain and so on. The effect is fast, and the duration is longer, the injection of 250mg can maintain the efficacy of 2 to 4 weeks. Clinically, it is suitable for the treatment of male gonadal insufficiency, hypoplasia of sexual organs, infertility, epididymis and stable testis, etc. It can also be used for female functional uterine bleeding, menopausal syndrome, breast cancer and sexual organ cancer; Liver cirrhosis, aplastic anemia, osteoporosis; Wasting disease.
Adverse Reactions: dose or long-term use, can cause water and sodium retention and edema phenomenon. Young women can appear virilizing phenomenon, such as voice thickening, hirsutism, acne, and so on. Prostate cancer, pregnant women disabled. Prostatic hypertrophy and liver and kidney dysfunction with caution in the use of testosterone heptanoate. Treatment of breast cancer, such as the discovery of high blood calcium should be immediately discontinued.

Male contraceptives

testosterone heptanoate is a kind of hormone ester, which can inhibit the pituitary gland, promote the release of gonadal hormone, so that the secretion of endogenous testosterone in Leydig cells decreased, and finally achieve the purpose of blocking spermatogenesis. When the Chinese Academy of Sciences animals were tested on monkeys, it was found that the sperm cells of the monkeys began to apoptosis after one week, and the apoptosis of the sperm cells reached the peak in the fifth week. A clinical trial of 308 volunteers also showed that the effect of testosterone heptanoate contraceptive was significantly higher in Asian men than in Caucasians. In this study, although the rate of sperm loss did not show ethnic differences, Asians were more sensitive to hormone-induced suppression of spermatogenesis than Caucasians, with more than 95% of Asians achieving azoospermia, and only 40% to 70% of Caucasians become azoospermia.
testosterone heptanoate is a long-acting male contraceptive that can be administered by multiple routes (2 times a week to 1 time every 3 weeks, 200 ~ 500mg each time, intramuscular injection), through the trial of more than 100 volunteers, the results showed that weekly intramuscular injection of 250mg, after 10 weeks, can make the majority of men with azoospermia or severe oligozoospermia, after drug withdrawal for a certain period of time, the sperm count could be recovered, and the adverse reactions remained unchanged. If the injection interval is extended to 10 ~ 12d or more, the effect of doubling the dose is not ideal. Pharmacokinetic studies show that the product immediately after the injection of a super physiological level of the blood peak, then the blood concentration decreased rapidly, indicating the necessity of weekly administration; this blood peak may directly stimulate spermatogenesis, so some volunteers failed to achieve significant oligozoospermia, and a small number of volunteers sperm density can rise again after decline. Testosterone heptanoate only needs to be injected once a week, which seems to be superior to testosterone propionate; But even so, it is difficult for most people to accept. The other two testosterone preparations, testosterone cyclopentanoate and testosterone cyclohexanecarboxylate, also require weekly injections.

purpose

Clinical for male hypofunction, aplastic anemia, etc.

chemical properties

white crystalline powder. The melting point was 34-36 °c.

Last Update：2022-01-01 08:48:19

testosterone enantate - Safety Information

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dangerous goods mark: T
hazard code: 45-63
safety instructions: 53-22-36/37/39-45
WGK Germany :3
RTECS#: XA3080000

Last Update：2022-01-01 08:48:19

testosterone enantate - Materials and methods

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sections: previously used sections of one of the authors were used for this study. In brief, 10 fertile male volunteers (normal adult white, aged 31-46),5 received intramuscular injection of testosterone heptanoate (200mg/week) for 19-24 weeks (testosterone heptanoate group),5 people were not treated (control group). Testicular biopsy was performed, and one testicular tissue block was obtained from each person. After being infiltrated and fixed by Bouin solution, each block was divided into 2 small blocks, which were embedded in Hydroxyethyl methacrylic acid resin (hydroxyeth-ylmethacrylate), one 25m-thick section was cut from each embedding block and stained with PAS plus hematoxylin.

Last Update：2022-01-01 08:48:20

testosterone enantate - Morphometric study

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slices were observed and measured using an Olympus bx50 biological microscope and a stereological image system (developed by North Sichuan Medical University, Beijing Simet Image Technology Co., Ltd. and Sichuan University). First, observe with a 10 × objective lens, select the first test field in the upper left corner of the slice, and then use the computer-controlled electric stage to randomly select the test field along the x and y axes. The microscopic images were taken by a digital camera (microscopic WV). CP410/6) collect, transmit to computer monitor for observation (magnification: 268). Using the test system software to overlay a rectangular test box at the bottom left of the field of view, according to the forbidden line rule, 20 round or oval seminiferous tubule contours with obvious lumen are selected from each slice (I. E. Only those that are completely in the Test frame and only to the right of the Test frame or/and the upper edge has a cross contour, without decimating those contours that are completely outside the Test frame and that have any intersection with the extension lines on the left, bottom, left-hand, or/and right-hand, bottom of the Test frame), then carefully observe the morphological characteristics of the selected seminiferous tubule contour, especially whether the spermatogenic cells are arranged loosely under the 20 x objective lens. We define the arrangement of the loose, refers to the seminiferous tubule contour within the visible at least two cracks, each cleft refers to a distinct fissure between at least two immediately adjacent spermatogenic cells and at least two other immediately adjacent spermatogenic cells. The number of seminiferous tubule profiles with various features was recorded, from which the ratio was calculated. Some of the data were expressed as mean ± standard deviation (n = 5), and t-test was used for the comparison between the two groups.
results there were no significant gaps between the spermatogenic cells in the seminiferous tubules of testis in the two groups. In the control group and the testosterone heptanoate group, there were 89.0%± 12.9% and 63.5%± 20.4%(the former ratio was significantly higher than the latter, P0.05), one side of the cell mass is often not completely separated from the seminiferous epithelium, and it seems that part of the seminiferous epithelium protrudes into the lumen in a "c" shape. The cell mass was mainly composed of sperm cells and spermatocytes in pachytene phase, with normal cell morphology and no obvious degeneration or pyknosis; There were 9.0%± 8.3% and 33.6%± 18.8% in the two groups respectively (the former ratio was significantly lower than the latter). Sertoli nuclei were found in the cell mass. In testosterone heptanoate group, the number of spermatogenic cells in the seminiferous tubules decreased, and some seminiferous tubules were only Sertoli cells and type a spermatogonia; The cell mass in the lumen of the human was usually small, the more serious the suppression of spermatogenesis, the smaller the cell mass tends to be and the less common it is. Figure 1. Typical seminiferous tubule profiles of the control group (a) and the testosterone heptanoate group (B) from 25m thick methacrylic resin sections. Protruding into the lumen of the spermatogenic cell mass. Scale = 5on.
discussion one of the authors, Zhengwei et al. Previous studies showed that 4 out of 5 men in the testosterone heptanoate group had no sperm in their semen, but there were no abnormal numbers of round sperm cells in their semen, the average volume of testis decreased by 28%, the volume of seminiferous tubules decreased by 33% (compared with the control group), the total number of type A spermatogonia in testis was not significantly changed, but the total number of type B spermatogonia decreased by 90%, the remaining number of spermatogenic cells decreased by 82% to 94% compared with the total number of spermatogenic cells in the late stage (7-8 stage), the number of long sperm cells in the late stage and the middle stage (3-6 Stage) the ratio of sperm cells increased nearly 3-fold. The supplementary study further showed that there was no obvious gap between the spermatogenic cells in the seminiferous tubules of the two groups of testis, and there was no obvious arrangement of spermatogenic cells. This further supports previous conclusions: testosterone heptanoate induces gonadotropin and intratesticular testosterone heptanoate withdrawal to inhibit human spermatogenesis primarily through "double inhibition, that is, the initial stage (the conversion of Type A to type B spermatogonia) and the terminal stage (the release of late sperm cells) of the spermatogenesis process are simultaneously inhibited, and the spermatogenic cell arrangement is not a key feature. However, the reason why the inhibition of testosterone heptanoate in rat testis can lead to more obvious spermatogenic cell arrangement or shedding, "the mechanism of spermatogenic cell arrangement or shedding is still unclear. The degree of testosterone heptanoate inhibition in the testis, or the difference in sensitivity of the connections between spermatogenic and Sertoli cells to hormonal withdrawal, may be a factor. Species differences in hormonal changes are also a possible factor.

Last Update：2022-01-01 08:48:21

testosterone enantate - Examples

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For example, in adults, extrinsic testosterone heptanoate-induced intratesticular testosterone heptanoate withdrawal is accompanied by severe inhibition of FSH, but not by significant inhibition of FSH in rats "; In addition, administration of ethane dimesylate (EDS), which almost completely destroys rat Leydig cells (thus almost completely suppresses intratesticular testosterone heptanoate levels), will also feed back elevated FSH levels. Perhaps, whether in humans or rats, testicular withdrawal of testosterone heptanoate will lead to spermatogenic cells arranged loose or shedding, but because the human FSH is severely inhibited, the early spermatogenic cells are reduced, the phenomenon of loose arrangement or shedding of spermatogenic cells is not obvious. In rats, because FSH is not inhibited or even elevated, early spermatogenic cells continue to produce a large number of spermatogenic cells, so the arrangement of spermatogenic cells is loose or shedding will appear obvious. (Note: FSH may partially maintain spermatogenesis to the round sperm cell phase "".) Another possible factor is that the cell combination of human seminiferous tubules (the stage of spermatogenic cells) is spiral in the seminiferous tubules and segmental in rats, intuitively speaking, it may be easier to split between spermatogenic cell clusters with segmental distribution. The complementary study also showed that, in both the testosterone heptanoate group and the control group, most of the contour of the seminiferous tubules (equivalent to most of the length of the seminiferous tubules) Within the can be seen into the lumen of the spermatogenic cell mass, and there is no obvious degeneration or pyknosis of the nucleus in the cell mass. The reason or significance of this phenomenon needs further analysis. Since both groups had this phenomenon, it was unlikely that the phenomenon seen in the testosterone heptanoate group was due to intra-testicular testosterone withdrawal. After testosterone heptanoate inhibition in rat testis, mass of spermatogenic cells were also seen in 8% of the seminiferous tubules (control group did not have this phenomenon), but these cell clusters often had obvious pyknosis nuclei.
one possibility is that this phenomenon is related to the stage (cell combination) of the human sperm epithelium in a spiral-like distribution. During the testicular biopsy, a small incision was made in the testicular capsule, and the seminiferous tubules in the testis were protruded (because of the high internal pressure of the testis, it was actually "extrusion"); in this process, the seminiferous tubules are bound to be deformed, and the seminiferous tubules may be folded to cause the spermatogenic cell mass to the lumen. This is also a possible explanation, supported by the fact that a small number of Sertoli nuclei can be seen in the spermatogenic cell mass partially protruding into the seminiferous tubule cavity. If this explanation holds, it raises a problem worthy of attention: the use of testicular biopsy tissue blocks of clinical pathological examination, do not take this phenomenon as abnormal.

Last Update：2022-01-01 08:48:22

testosterone enantate - Contraceptive efficacy

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according to Xinhua News Agency, after the efforts of Chinese scientists, the latest determination of testosterone heptanoate is an ideal contraceptive drug for men.
testosterone heptanoate is a kind of hormone ester, which can inhibit the pituitary gland, promote the release of gonadal hormone, so that the secretion of endogenous testosterone in Leydig cells decreased, and finally achieve the purpose of blocking spermatogenesis. When the Chinese Academy of Sciences animals were tested on monkeys, it was found that the sperm cells of the monkeys began to apoptosis after one week, and the apoptosis of the sperm cells reached the peak in the fifth week. A clinical trial of 308 volunteers also showed that the effect of testosterone heptanoate contraceptive was significantly higher in Asian men than in Caucasians. In this study, although the rate of sperm loss did not show ethnic differences, Asians were more sensitive to hormone-induced suppression of spermatogenesis than Caucasians, with more than 95% of Asians achieving azoospermia, the drug is effective in only 40% to 70% of Caucasians.
does testosterone heptanoate injection affect sex life in men? Researchers said that the vast majority of people in the injection of testosterone heptanoate, the semen examination appeared azoospermia or severe sperm, and sexual ability is not affected. After discontinuation of the drug, the normal spermatogenic ability of all subjects were restored, and the sexual life was not affected.

Last Update：2022-01-01 08:48:23

testosterone enantate - References and materials

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references

Zhang Rendong, Wang Yaping, Yang Zhengwei. Research progress of male contraception with progesterone [J]. Chinese Journal of Family Planning, 2004,12:758-61
Yang Zhengwei, stereology quantitative study of cell number [A], see: Cai Wenqin, editor. Modern Practical experimental techniques of Cell and Molecular Biology [M]. The first edition, Beijing: People's Military Medical Press, 2003.285-96
Jia Yue, Cui Jungui, Wang Xiaodong, et al, effects of selective 5a reductase inhibitor combined with testosterone 11 on reproductive function of male rats [J], Chinese Journal of Andrology. 2005,11:38-41
Zhang Rendong, Yin Jinqi, Zhao Yuanzi, et al. Effect of endogenous testosterone suppression on expression of a.catenin in rat testis [J], Chinese Journal of Andrology, 2006,12:394-6,400

Reference material

Chinese physician classics

Last Update：2022-01-01 08:48:23

testosterone enantate - Reference Information

NIST chemical information	Information provided by: webbook.nist.gov (external link)
Male hormone drugs	Testosterone enanthate is a male hormone drug, which is a compound preparation of testosterone propionate and testosterone enanthate. The effect is the same as acetone testosterone, which can promote the development of male sexual organs and side characteristics, and fight estrogen. There is also protein assimilation, which can make muscle growth and weight gain. The effect is fast and lasts for a long time. Injection of 250mg can maintain the drug effect for 2~4 weeks. Clinically suitable for the treatment of male gonadal insufficiency, sexual organ dysplasia, infertility, anorchidism and stable testis, etc.; it can also be used for female functional uterine bleeding, menopausal syndrome, breast cancer and sexual organ cancer; liver cirrhosis, Aplastic anemia, osteoporosis, etc.; wasting disease. [adverse reactions] large doses or long-term use can cause water and sodium retention and edema. Young women may appear masculine phenomenon, such as thick voice, hirsutism, acne, clitoral hypertrophy and so on. Prostate cancer, pregnant women banned. Testosterone enanthate should be used with caution in patients with prostatic hypertrophy and liver and kidney dysfunction. When treating breast cancer, if blood calcium is found to be too high, the drug should be stopped immediately.
Male contraceptives	Testosterone enanthate is a hormone ester, which can inhibit the pituitary gland and promote the release of gonadin, thereby making the testicular Leydig cells secrete endogenous Testosterone decreases, and finally achieves the purpose of blocking spermatogenesis. When the Institute of Animals of the Chinese Academy of Sciences conducted experiments on monkeys, it was found that testosterone enanthate was injected once a week. After a week, the sperm cells of the monkeys began to apoptosis, and the sperm cell apoptosis reached a peak in the fifth week. Clinical trials of 308 volunteers also showed that testosterone enanthate contraceptives have a significantly higher effect on Asian men than white people. In this study, although the rate of sperm reduction did not show inter-ethnic differences, Asians were more sensitive to hormone-induced spermatogenesis inhibition than Caucasians. More than 95% Asians could achieve azoospermia, while only 40% to 70% of whites became azoospermic. Testosterone enanthate is a long-acting male contraceptive, which can be administered through a variety of ways (twice a week to once every 3 weeks, 200~500mg each time, intramuscular injection), through more than 100 cases The trial results of volunteers showed that intramuscular injection of 250mg per week can cause most men to have azoospermia or severe oligospermia after 10 weeks, after stopping the drug for a certain period of time, the sperm count can be restored, and the adverse reactions are the same as before. If the injection interval is extended to more than 10 ~ 12d, the effect of doubling the dose is not ideal. Pharmacokinetic studies have shown that this product immediately produces a super-physiological blood peak after injection, and then the blood concentration drops rapidly, indicating that weekly administration is necessary; this blood peak may directly stimulate spermatogenesis, so some volunteers fail to achieve obvious oligospermia, and a few volunteers can increase again after the sperm density drops. Testosterone enanthate only needs to be injected once a week, which seems to be superior to testosterone propionate; but even so, it is difficult for most people to accept. The other two testosterone preparations, testosterone cyclopentyl propionate and testosterone cyclohexane carboxylate, also need to be injected once a week.
biological activity	Testosterone Enanthate (Testosterone heptanoate, NSC-17591) is an androgen and anabolic steroid used to treat androgen supplement.
use	clinically used for male hypofunction, aplastic anemia, etc. clinically used to treat male sexual hypofunction, aplastic anemia and other diseases

Last Update：2024-04-09 20:48:19

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testosterone enantate

Testosterone Enanthate

CAS: 315-37-7

Molecular Formula: C26H40O3

testosterone enantate - Names and Identifiers

testosterone enantate - Physico-chemical Properties

testosterone enantate - Risk and Safety

testosterone enantate - Nature

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testosterone enantate - Uses and methods of synthesis

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male hormone drugs

Male contraceptives

purpose

chemical properties

testosterone enantate - Safety Information

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testosterone enantate - Materials and methods

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testosterone enantate - Morphometric study

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testosterone enantate - Examples

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testosterone enantate - Contraceptive efficacy

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testosterone enantate - References and materials

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references

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testosterone enantate - Reference Information

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testosterone enantate Request for Quotation

Testosterone Enanthate

CAS: 315-37-7

Molecular Formula: C26H40O3

testosterone enantate - Names and Identifiers

testosterone enantate - Physico-chemical Properties

testosterone enantate - Risk and Safety

testosterone enantate - Nature

Open Data Unverified Data

testosterone enantate - Uses and methods of synthesis

Open Data Unverified Data

male hormone drugs

Male contraceptives

purpose

chemical properties

testosterone enantate - Safety Information

Open Data Unverified Data

testosterone enantate - Materials and methods

Open Data Unverified Data

testosterone enantate - Morphometric study

Open Data Unverified Data

testosterone enantate - Examples

Open Data Unverified Data

testosterone enantate - Contraceptive efficacy

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testosterone enantate - References and materials

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references

Reference material

testosterone enantate - Reference Information

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testosterone enantate