tetrahydropalmatine
Tetrahydropalmatin
CAS: 10097-84-4;2934-97-6
Molecular Formula: C21H25NO4
tetrahydropalmatine - Names and Identifiers
| Name | Tetrahydropalmatin |
| Synonyms | rotundine ROTUNDINUM Rotundinum AKOS 208-04 ROTUNDIN HYDRATE Tetrahydropalmatin TETRAHYDROPALMITINE Tetrahydropalmatine tetrahydropalmatine L-TETRAHYDROPALMATINE TETRAHYDROPALMATINE, L- 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-6h-dibenzo[a,g] quinolizine 2,3,9,10-tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline (S)-2,3,9,10-TETRAMETHOXY-5,8,13,13A-TETRAHYDRO-6H-ISOQUINO[3,2-A]ISOQUINOLINE 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline (13aS)-2,3,9,10-tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline |
| CAS | 10097-84-4 2934-97-6 |
| InChI | InChI=1/C21H25NO4/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4/h5-6,10-11,17H,7-9,12H2,1-4H3/t17-/m0/s1 |
tetrahydropalmatine - Physico-chemical Properties
| Molecular Formula | C21H25NO4 |
| Molar Mass | 355.43 |
| Density | 1.23±0.1 g/cm3(Predicted) |
| Melting Point | 155℃ |
| Boling Point | 482.9±45.0 °C(Predicted) |
| Flash Point | 138.7°C |
| Solubility | Dissolved in chloroform, slightly soluble in ethanol or ether, insoluble in water, easily soluble in dilute sulfuric acid. |
| Vapor Presure | 1.76E-09mmHg at 25°C |
| Appearance | White or yellowish crystals |
| Color | White to Pale Yellow |
| pKa | 6.53±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Sensitive | Sensitive to light |
| Refractive Index | 1.608 |
| Use | Used as analgesics, suitable for internal diseases caused by gastrointestinal tract and hepatobiliary system Head Pain, dysmenorrhea and childbirth pain |
tetrahydropalmatine - Risk and Safety
| HS Code | 29339900 |
tetrahydropalmatine - Reference
| Reference Show more | 1. [IF=4.411] Jinjun Shan et al."Liquid Chromatography Coupled with Linear Ion Trap Hybrid OrbitrapMass Spectrometry for Determination of Alkaloids in Sinomeniumacutum."Molecules. 2018 Jul;23(7):1634 2. [IF=3.935] Xiao-Cui Qian et al."Simultaneous determination of ten alkaloids of crude and wine-processed Rhizoma Coptidis aqueous extracts in rat plasma by UHPLC–ESI–MS/MS and its application to a comparative pharmacokinetic study."J Pharmaceut Biomed. 2015 Feb;105:6 3. [IF=3.373] Issac Chi-Chung Cheng et al."Application of UPLC-MS/MS to simultaneously detect four bioactive compounds in the tumour-shrinking decoction (FM1523) for uterine fibroids treatment."Phytochem Analysis. 2019 Jul;30(4):447-455 4. [IF=4.411] Simona S. Ghanem et al."Natural Alkaloid Compounds as Inhibitors for Alpha-Synuclein Seeded Fibril Formation and Toxicity."Molecules. 2021 Jan;26(12):3736 |
tetrahydropalmatine - Nature
Open Data Verified Data
craniomonidine is found in nature mainly in the root tubers of the genus Celastrus paniculata and Celastrus orbiculatus. For white crystalline powder, odorless, tasteless. It turned yellow easily when exposed to light and heat. Soluble in chloroform, ethanol-soluble and ether, insoluble in water, soluble in dilute sulfuric acid. Its sulfate is soluble in water, melting point 140~143 ℃.
Last Update：2024-01-02 23:10:35
tetrahydropalmatine - Preparation Method
Open Data Verified Data
The Root blocks of the Golden Vine or the garden leaf of the Golden Vine were removed, dried, crushed and extracted according to the following process flow. Wet the crude powder with 0.5% ethanol containing 80% H2 S04, soak, extract for 3 times, combine the extracts, adjust the pH value of 6~7, recover the ethanol, to syrup, place, filter, the filtrate was taken and the precipitate was discarded. The filtrate was adjusted to alkaline with ammonia water, allowed to stand, filtered, and the filtrate was discarded. The precipitate was the crude product of craniopharyngii. The crude product was dissolved by heating with 10-fold amount of 0.5mol/L H2 SO4, filtered, and the insoluble matter was washed with hot distilled water. The water wash was combined with the filtrate, and the residue was discarded. The filtrate was made alkaline with aqueous ammonia until no precipitate was formed, and then chloroform was added to dissolve all of the precipitate. The aqueous layer was discarded, and the chloroform layer was concentrated and crystallized to obtain craniomonidine.
Last Update：2022-01-01 11:15:23
tetrahydropalmatine - Standard
Authoritative Data Verified Data
This product is 2,3,9, 10-tetramethoxy-5, 8,13, 13a-tetraoxo-6h-dibenzo [a,g] quinine. The content of C21H25N04 shall be 98.5% ~ 102.0% calculated as dry product.
Last Update：2024-01-02 23:10:35
tetrahydropalmatine - Trait
Authoritative Data Verified Data
- This product is a white to yellowish crystal; Odorless; Easily yellowing when exposed to light.
- This product is dissolved in chloroform, slightly soluble in ethanol or ether, insoluble in water; Soluble in dilute sulfuric acid.
melting point
The melting point of this product (General rule 0612 first method) is 141~144°C.
specific rotation
take this product, precision weighing, plus ethanol dissolution and quantitative dilution of 8mg per lml solution, at 25°C when determined according to law (General 0621), the specific rotation is from one to 290 ° to one to 300 °.
absorption coefficient
take this product, precision weighing, plus 0.5% sulfuric acid solution dissolved and quantitatively diluted to make a solution containing about 30ug per lml, according to UV-visible spectrophotometry (General 0401), the absorbance was measured at a wavelength of 281nm, and the absorption coefficient was 150 to 160.
Last Update：2022-01-01 13:35:51
tetrahydropalmatine - Use
Open Data Verified Data
Tongding has analgesic, sedative, antispasmodic and hypnotic effects. In clinical for gastric and duodenal ulcer, pain, neuropathic pain, pain, tonic Sleep Initiation and Maintenance Disorders, spastic Cough disease treatment.
Last Update：2022-01-01 11:15:23
tetrahydropalmatine - Differential diagnosis
Authoritative Data Verified Data
- take 0.lg of this product, add 10ml of water and 1ml of dilute sulfuric acid, after shaking and dissolving, take the first 2ml of the solution and add 1 drop of potassium dichromate test solution to generate yellow precipitate; in the second part, 1 drop of saturated sodium chloride solution was added to generate white precipitate; In the third part, diluted potassium ferricyanide solution was added to generate yellow precipitate, which gradually changed to green, slightly heated and gradually changed to blue.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 251).
Last Update：2022-01-01 13:35:51
tetrahydropalmatine - Exam
Authoritative Data Verified Data
clarity and color of acidic solution
take 0.15g of this product, add 5% sulfuric acid solution 5ml to dissolve, the solution should be clear and colorless; If the color is colored, compare with the yellow-green No. 4 standard colorimetric solution (General rule 0901 first method), not deeper.
Related substances
take about 20mg of this product, put it in a 100ml measuring flask, add 10ml of methanol, ultrasonic for 5 minutes to dissolve, dilute to the scale with mobile phase, shake well, as a test solution; take 1 ml of precision, 200ml flask, diluted with mobile phase to the scale, shake, as a control solution. According to the chromatographic conditions under the content determination item, 20 u1 of each of the control solution and the test solution are accurately measured and injected into the human liquid chromatograph respectively. The chromatogram was recorded to 2 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the sum of each impurity peak area shall not be greater than the main peak area of the control solution (0.5%).
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 5.0% (General rule 0831).
ignition residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.
Heavy metals
The residue left under the item of burning residual Tong shall be inspected according to law (General rule 0821, second law), and the heavy metal content shall not exceed 20 parts per million.
Last Update：2022-01-01 13:35:52
tetrahydropalmatine - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with octylsilane as filler; Phosphate buffer [0.05mol/L potassium dihydrogen phosphate solution and 0.05mol/L sodium heptane sulfonate solution (1:1 ), containing 0.2% triethylamine, the pH was adjusted to 6.5 with phosphoric acid 0.05]-methanol (35:65) as the mobile phase; The detection wavelength was 280mn. The number of theoretical plates shall not be less than 2500 based on the calculation of rotundine peak.
assay
take about 25mg of this product, precision weighing, put it in 50ml measuring flask, add methanol 10ml, ultrasonic 5 minutes to dissolve, dilute to scale with mobile phase, shake, take 5ml with precision, place it in a 50ml measuring flask, dilute to the scale with mobile phase, shake well, and use it as a test solution. Inject it into the liquid chromatograph with precision, and record the chromatogram. Another rotundine reference product (about 25mg) was used for precision weighing and determination by the same method. According to the external standard method to calculate the peak area, that is.
Last Update：2022-01-01 13:35:52
tetrahydropalmatine - Category
Authoritative Data Verified Data
Analgesic.
Last Update：2022-01-01 13:35:53
tetrahydropalmatine - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 13:35:53
tetrahydropalmatine - Rotundine tablets
Authoritative Data Verified Data
This product contains rotundine (C21H25N04) should be labeled the amount of 93.0% ~ 107.0%.
trait
This product is white to yellowish.
identification
- take an appropriate amount of fine powder of this product (approximately equivalent to rotundine 0.lg), add 10ml of water and 1ml of dilute sulfuric acid, shake to dissolve rotundine, and filter; the filtrate showed the same reaction according to the identification (1) Test under rotundine.
- in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.
- Take 3 tablets of this product, grind, add ether 20ml, grind to dissolve rotundine, filter, volatilize the filtrate, dry the residue at 80°C for 3 hours under reduced pressure, the infrared absorption pattern of the residue should be consistent with that of the control (Spectrum set 251).
examination
- relevant substances: take an appropriate amount of the fine powder of this product (about 20mg equivalent to rotundine), put it in a 100ml measuring flask, add 10ml of methanol, sonicate for 5 minutes to dissolve rotundine, and dilute it to the scale with mobile phase, shake well, filter, and take the continued filtrate as a test solution; Take 1ml with precision, put it in a 100ml measuring flask, dilute to the scale with mobile phase, shake well, and use as a control solution. If there are impurity peaks in the chromatogram of the test solution, the sum of each impurity peak area shall not be greater than the main peak area of the control solution (1.0%), as determined by the method under rotundine related substances.
- dissolution dissolution of this product, according to the dissolution and release determination method (General rule 0931-method), with hydrochloric acid solution (9-100) as the dissolution medium, the speed is rpm, operate in accordance with the law, after 45 minutes, take the solution, filter, take the filtrate (60mg specification, take the filtrate 5ml, put it in a 10ml measuring flask, dilute to the scale with dissolution medium), the absorbance was measured at a wavelength of 0401 NM according to UV-Vis spectrophotometry (General Rule 155), and the elution amount of each tablet was calculated according to the absorption coefficient of C21H25N04 (). The limit is 70% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
Take 20 tablets of this product, precision weighing, fine grinding, precision weighing appropriate amount (about equivalent to rotundine 25mg), put it in 50ml measuring flask, add methanol 10ml, ultrasonic for 5 minutes to dissolve rotundine, dilute to scale with mobile phase, shake well, filter, Take 5ml of continuous filtrate precisely, put it in 50ml measuring flask, dilute to scale with mobile phase, shake well, as a test solution. According to the method under the item of determination of rotundine content, it is obtained.
category
Same as rotundine.
specification
(l)30mg (2)60mg
storage
light shielding, sealed storage.
Last Update：2022-01-01 13:35:54
tetrahydropalmatine - Rotundine sulfate injection
Authoritative Data Verified Data
This product is a sterile aqueous solution made of rotundine plus an appropriate amount of dilute sulfuric acid. Rotundine sulfate [(C21H25N04)2 • H2S04] is included at 93.0% to 107.0% of the indicated amount.
trait
This product is light yellow to yellow clear liquid, light, heat color deepening.
identification
- take this product, according to the identification (1) Test under the item of rotundine, show the same reaction.
- take 5ml of this product and 10ml of water for precise measurement. After mixing well, determine the optical rotation according to law (General rule 0621), and calculate according to the labeled amount, the specific rotation should be a 237 ° or more (difference from tetrahydropalmatine sulfate).
examination
- the pH value should be 2.5 to 4.0 (General 0631).
- color take 5ml of this product, compared with the yellow-green No. 9 Standard Colorimetric liquid (General Principles 0901 first method), not deeper.
- others should comply with the relevant provisions under injection (General 0102).
Content determination
precision: take an appropriate amount of this product and dilute it quantitatively with 0.5% sulfuric acid solution to make a solution containing 30ug rotundine sulfate per lml, according to ultraviolet-visible spectrophotometry (General rule 0401), the absorbance was measured at a wavelength of 281mn, and the absorption coefficient of (C21H25N04)2. H2S04 was calculated to be 136.
category
Same as rotundine.
specification
2ml:60mg
storage
light shielding, closed storage.
Last Update：2022-01-01 13:35:54
tetrahydropalmatine - Reference Information
| Introduction | Tetrahydropalmatine is tetrahydropalmatine, which can be prepared from tetrahydroxy coptis total base. Tetrahydropamatin can be used to prepare palmatine. Palmatine has a broad-spectrum antibacterial effect, especially for anti-Candida albicans. It can be clinically used to treat gynecological inflammation, bacillary dysentery, enteritis, respiratory and urinary tract infections, surgical infections and conjunctivitis. |
| Use | Tetrahydropalattine has analgesic, sedative, hypnotic and stabilizing effects. The analgesic effect is not as good as quatheidine, but it is better than general antipyretic analgesics. dl-tetrahydropalmatine is the main active substance of the traditional Chinese medicine Corydalis, which causes hypotension and bradycardia in rats by antagonizing striatal dopamine D2 receptors. Used as an analgesic, suitable for headache, dysmenorrhea and labor analgesia of gastrointestinal tract and hepatobiliary system caused by medical diseases |
| preparation | a, berberine hydrochloride was ring-opened at p-toluenesulfonic acid, xylene, HCl at 70 ℃ to obtain methylene berberine hydrochloride. B, demethylene berberine hydrochloride in potassium carbonate, methanol, dimethyl sulfate, 40 ℃ under the condition of methyl etherification to palmatine hydrochloride. C. Palmatine hydrochloride is racemized under the conditions of methanol and sodium borohydride to obtain tetrahydropalmatine. |
| biological activity | Tetrahydropalmatine is an effective ingredient extracted from Corydalis yanhusuo and has analgesic effect. Tetrahydropalmatine inhibits seizures by inhibiting dopamine release from the amygdala of the rat. |
| target | Dopamine |
Last Update：2024-04-10 22:29:15
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