1-o-octadecylglycerol

1-o-octadecylglycerol - Names and Identifiers

Name	4-Oxadocosane-1,2-diol
Synonyms	Batilol (+)-BATYL ALCOHOL 1-o-octadecylglycerol 4-Oxadocosane-1,2-diol glycerolmonooctadecylether 1-O-OCTADECYL-RAC-GLYCEROL Glycerine1-monostearylether monooctadecyletherofglycerol 3-(octadecyloxy)propane-1,2-diol 1,2-Propanediol,3-(octadecyloxy)- 2 3-DIHYDROXYPROPYL-1-OCTADECYL ETHER (2R)-3-(octadecyloxy)propane-1,2-diol
CAS	544-62-7
EINECS	208-874-7
InChI	InChI=1/C21H44O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-20-21(23)19-22/h21-23H,2-20H2,1H3/t21-/m1/s1

1-o-octadecylglycerol - Physico-chemical Properties

Molecular Formula	C21H44O3
Molar Mass	344.57
Density	0.9975 (rough estimate)
Melting Point	71-73 °C (lit.)
Boling Point	419.64°C (rough estimate)
Specific Rotation(α)	D20 +1.14° (c = 6.6 in CHCl3)
Flash Point	238.721°C
Solubility	Soluble in ethanol, acetone, chloroform, ether, slightly soluble in petroleum ether, insoluble in water
Vapor Presure	0Pa at 25℃
Appearance	White crystalline powder
Color	White to Off-White
Merck	14,1011
BRN	1725677
pKa	13.68±0.20(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Sensitive	Sensitive to fire
Refractive Index	1.5192 (estimate)
MDL	MFCD00004720
Physical and Chemical Properties	White crystalline powder. Melting point 70.5-71 °c. Soluble in ethanol, acetone, chloroform, ether, slightly soluble in petroleum ether, insoluble in water.
Use	For leukopenia, prevention of leukopenia, can also be used for anemia and agranulocytosis in children

1-o-octadecylglycerol - Risk and Safety

Safety Description	S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes.
WGK Germany	3
RTECS	TZ0960000
HS Code	29094990

1-o-octadecylglycerol - Reference Information

LogP	7.8 at 25℃
EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
background and overview	leukopenia is a syndrome in which peripheral white blood cells are continuously below normal due to various reasons. It is mostly caused by infection, drugs, poisons, chemicals, radiation, immunity and certain disease factors. For example, chemotherapy drugs have become an indispensable and important means to treat malignant tumors. However, due to the lack of specific targeting of current anti-cancer drugs, they kill cancer cells while also destroying normal cells, especially for proliferating bone marrow hematopoietic stem cells. The toxicity is more serious, resulting in leukopenia, which makes some cancer patients with very significant effects forced to interrupt treatment, and even cause serious infections or bleeding. Although radiotherapy has lower toxicity than chemotherapy in inhibiting bone marrow, bone marrow suppression and leukopenia often occur clinically. The body needs not only a certain number of hematopoietic stem cells with normal function, but also a hematopoietic microenvironment conducive to its growth and development. Shalanol shark is an inherent substance in the animal body. It has a large content in the hematopoietic tissue of the bone marrow. It has the effect of promoting white blood cell proliferation and anti-radiation. It can also be used to improve leucopenia caused by benzene-fixing poisoning and radiopharmaceuticals. It can promote white blood cell proliferation, prevent and treat the reduction of white blood cells and nucleated cells after radiation irradiation, and is used for leukopenia caused by various reasons, including prevention and treatment of granulocytopenia caused by radiotherapy, tumor chemotherapy and benzene poisoning, it has a wide range of clinical applications and few adverse reactions. In addition, shark liver alcohol can also be used as a component of moisturizing eye cream. Studies have reported a preparation method of microencapsulated moisturizing eye cream, using potassium alginate, hydroxyethyl cellulose sodium, hyaluronic acid, mink oil, squalane, lecithin, jojoba wax, glycerin, squaleliver alcohol, serine, cassava porous starch, saiomyitol extract, coix seed alcohol extract, white peony root alcohol extract, Dendrobium nobile alcohol extract, coenzyme Q10 and Tain 60 as raw materials, first, the capsule wall solution A and the capsule core mixture B are prepared. After mixing A and B, they are first stirred and dispersed and then homogenized to obtain a homogeneous liquid C. The homogeneous liquid C is dropped into the calcium chloride solution and filtered and washed to obtain the moisturizing eye cream. The prepared microcapsule moisturizing eye cream can slowly and evenly release the active ingredients and oils adsorbed in the cassava porous starch when in use, and will not be released in a short time to bring too much nutrition and oil to the skin, And then it will not cause the production of fat particles, and it also has the characteristics of good permeability.
traits	white amorphous block or white crystalline powder. No smell. Tasteless. Insoluble in water, slightly soluble in petroleum ether, soluble in ethanol, acetone, chloroform or ether. Melting point 71 ℃.
Pharmacological effects	Shalanol, or α-octadecyl glycerol, is an inherent substance in the animal body and has a large content in the hematopoietic tissue of the bone marrow. It may be one of the hematopoietic factors in the body. It has the effect of promoting leukocyte proliferation and anti-radiation, and can also resist the inhibition of the hematopoietic system caused by benzene poisoning and cytotoxic drugs.
synthesis route	using epichlorohydrin and octanol as raw materials, in a non-polar solvent, the ether is synthesized with a self-made catalyst, and then the ether is uncycled into a crude squalan liver alcohol product. after post-treatment, a finished squalan liver alcohol product with a content of more than 99.7% and a melting point of 71-71.5 ℃ is obtained by crystallization with ethanol: the preparation steps are as follows: the first step: put epichlorohydrin (epichlorohydrin) 1.2mol, octanol 1mol, 300ml of non-polar solvent into a 1000ml four-mouth bottle, add 1.2mol of 45% NaOH solution dropwise under stirring, control the temperature below 45 ℃, react at 50 ℃ for 1h after dropping, and track by chromatography, when the content of Decoctanol is less than or equal to 0.1%, the reaction is stopped and the cyclic ether is obtained after treatment. the second step: put the cyclic ether prepared in the first step into a 2000ml four-mouth bottle, add 1000ml of polar solvent, add 0.2g of ring-opening catalyst, drip 150ml of 27% hydrogen peroxide at 0 ℃-50 ℃, keep the temperature for 24 hours after dropping, track by chromatography, stop the reaction when the cyclic ether content is less than or equal to 0.5%, and obtain crude squalanol. the third step: slowly add dilute H2SO4 to the crude squalanol prepared in the second step, adjust the PH value to 1-2, keep the temperature for 24 hours, steam out polar solvent, add 1000ml of pure benzene and 500ml of water, raise the temperature to 60 ℃, adjust the PH value to 7 after stirring for 30 minutes, stand in layers, wash with clear water twice, and steam out pure benzene, then 15000ml ethanol is added to refine, crystallize, filter and dry to obtain the finished shark liver alcohol.
confirmation test	1) 0.2g of this product is added with 1.5 ml of phosphoric acid and heated until it is dark brown. the generated gas is introduced into the test tube water filled with about 1ml of water through a glass inlet tube. Add 1 ml of hydrogen peroxide test solution to this aqueous solution, shake and mix, leave for about 1 minute, add 5 ml of hydrochloric acid, and calmly add 5 ml of pyrogallol-ether solution (1 → 100), the interface appears red, and the water layer gradually appears light red from above. 2) 0.1g of this product is added with 2 ml of diluted sulfuric acid (1 → 2) and 1 drop of potassium dichromate test solution. when shaking, mixing and heating, the liquid will immediately appear green. 3) when this product is measured by potassium bromide lozenge method of infrared absorption spectrum determination method, the absorption at the 1110 cm-1 can be seen. hydroxyl valence 315~345. melting point 60~70 (second method). purity test 1) take 5.0g of this product with acid, dissolve it with 30 ml of neutralized ethanol, add 1.0 ml of 0.1 N sodium hydroxide solution and 3 drops of phenolphthalein solution, and the liquid is red. 2) take 1.0g of this product for heavy metals and operate according to the second method. when the test is carried out, the limit is below 20 ppm. 2.0 ml of lead standard solution was used for comparison solution. 3) arsenic take 1.0g of this product, and prepare the test solution according to the third method. when the test is carried out by the method of device B, the limit is below 2 ppm. dry and reduce the amount below 1.0% (2g, decompression, silica gel, 1 hour). Burning residue is less than 0.1% (method 1, 2g).
pharmacokinetics	oral absorption is rapid, it can penetrate the blood-cerebrospinal fluid barrier, and the effect is quick.
indications	leukocyte proliferation promoting drugs. It has the effect of promoting leukocyte proliferation and anti-radiation. 1. It is used to treat leukopenia caused by various reasons, such as leukopenia caused by radioactive and anti-tumor drugs. 2. It is used to treat leukopenia caused by unknown causes.
specifications	tablets: 25mg,50mg
usage and dosage	adults take 50~150mg orally once, 3 times a day, 4~6 weeks as a course of treatment. Children according to the weight of 1~2 mg/kg, 3 times a day.
adverse reactions	treatment dose occasionally showed dry mouth and hyperthyroidism of intestines.
precautions	1. clinical efficacy is related to dose, too large or too small will affect the effect, so the best dose should be found. 2. For those with short course of disease, mild illness and good bone marrow function, this product has better curative effect. 3. Peripheral blood should be checked frequently during medication.
medication for pregnant and lactating women	this product can be used by pregnant and lactating women.
children's medication	children can use this product.
medication for elderly patients	this product can be used for elderly patients.
combination	1. The number and speed of granulocyte increase in the treatment group of Sanguisorba Shengbai Tablets combined with Shalantol was significantly better than that in the treatment group of Sanguisorba Shengbai Tablets (P<0.01), suggesting that Sanguisorba Shengbai Tablets combined with Shalantol had a synergistic effect on granulocyte increase. Sanguisorba Shengbai can effectively treat toxic diffuse goiter (Graves) disease with leukopenia, and it has better curative effect in clinical application with squalegalol. 2. Lixunin itself is a blood-generating drug for chronic blood loss. Its mechanism of action is to promote the proliferation of white blood cells and platelets. It is mainly used for leukopenia, aplastic anemia and thrombocytopenia. It is used with squaleolol at the same time can play a synergistic effect. Therefore, taking these two blood-generating drugs can increase hematopoietic factors, and can restore the number of white blood cells and platelets to normal values and indirectly exert coagulation effects. They have significant effects on chronic blood loss, and these two drugs have no contraindications and no adverse reactions. The side effects are small, safe, convenient and effective, low in price, and easy to be accepted by patients.
main reference	[1] Tang Xuemei et al. Comparison of therapeutic effects of diyu Shengbai tablets and shalanol on leukopenia. Huaxi medical 2007, 22(4):789. [2] anbaiping. HPLC-ELSD determination of shalanol tablets. Chinese journal of pharmaceutical industry. 2014, 45(3) 282:282-283. [3] Li qi. observation on the curative effect of shengxue capsule and shark liver alcohol on leukopenia after radiotherapy and chemotherapy. modern Chinese doctors. 2008,46(11):140-141. [4] Zhu hong, Wang zhitong, gu shizhong editor. General practitioner drug manual. Jinan: Shandong Science and Technology Press. 2007. [5] Wu Shimin, editor-in-chief of Yin Delin. Concise and Refined Dictionary of the University of Technology. Shenyang: Liaoning Science and Technology Press. 1999. [6] Chen Shaoping, Chen Zhuohui, Chen Peizhu Editor-in-Chief. Handbook of Oral Clinical Drugs. Guangzhou: South China University of Technology Press. [7] Zhang Guotao. A new method for industrialized production of shark liver alcohol. Application No. CN200610038425.7. Application date 2006-02-21. [8] Song Guoai, Yang Genyuan, Chen Mianzai compiled. Technical standard for cosmetic raw materials. Beijing: China Light Industry Press. [9] Editor-in-Chief Chen Jisheng. New clinical pharmacology. Beijing: China Traditional Chinese Medicine Press. 2013 [10] Ni Qing, edited by Cao Anjiang. Handbook of commonly used clinical drugs. Beijing: China Medical Science and Technology Press. 1999. [11] Chen Xiaowen. Observation on the therapeutic effect of Diyu Shengbai Tablets combined with Shqualan in the treatment of granulocytopenia caused by antithyroid drugs. 2006,17 (8):1501. [12] Mao Jie. Observation on curative effect and nursing measures of oral reserpine and shark liver alcohol in the treatment of gynecological dysfunctional uterine bleeding. Chinese folk medicine. 2013.
use	squalanol is one of the commonly used drugs to promote leukocyte proliferation. The human hematopoietic system contains more shark liver alcohol, which may be a hematopoietic factor in the body, which has the effect of increasing the number of granulocytes. In addition, it has an anti-radiation effect, which can prevent and treat leukopenia. It is clinically used for anti-tumor drugs and The leukopenia caused by radiotherapy can also be used for pediatric agranulocytosis. The white blood cell count should be checked weekly during treatment.
Production method	Condensation of glycerol and acetone to form 1,2-isopropylidene glycerol ether, and then etherify with octanol-p-toluene sulfonate to obtain 1, 2-isopropylidene-3-decaalkylglycerol ether, and finally hydrolyze to form squalanol. Other production methods include separation from shark liver oil. The double-p-nitrobenzoate C35H50N2O9 of squalanol is a light yellow needle-like crystal (crystal in methanol), with a melting point of 65-66 ℃ and a softening at 63 ℃.