AIDS005653
Nevirapine
CAS: 129618-40-2
Molecular Formula: C15H14N4O
AIDS005653 - Names and Identifiers
| Name | Nevirapine |
| Synonyms | D00435 Viramune AIDS005653 Nevirapine Novirapine MLS00008458 Nevirapine(Nvp) 11-Cyclopropyl-5,11-Dihydro-4-Methyl-6H-Dipyrido[3,2-B',3'-E][1,4]Diazepin-6-One 5-Cyclopropyl-9-Methyl-5,10-Dihydro-4,5,6,10-Tetraaza-Dibenzo[A,D]Cyclohepten-11-One |
| CAS | 129618-40-2 |
| EINECS | 603-345-0 |
| InChI | InChI=1/C15H14N4O/c1-9-6-8-17-14-12(9)18-15(20)11-3-2-7-16-13(11)19(14)10-4-5-10/h2-3,6-8,10H,4-5H2,1H3,(H,18,20) |
AIDS005653 - Physico-chemical Properties
| Molecular Formula | C15H14N4O |
| Molar Mass | 266.3 |
| Density | 1.1300 (rough estimate) |
| Melting Point | 247°C |
| Boling Point | 409.5°C (rough estimate) |
| Flash Point | 9℃ |
| Water Solubility | 0.1g/L(temperature not stated) |
| Solubility | Soluble in Chloroform and Methanol |
| Vapor Presure | 4.13E-07mmHg at 25°C |
| Appearance | White to Brown Powder |
| Color | white to tan |
| Merck | 14,6490 |
| pKa | 2.8(at 25℃) |
| Storage Condition | 2-8°C |
| Sensitive | Sensitive to heat |
| Refractive Index | 1.6200 (estimate) |
| MDL | MFCD00866928 |
| Physical and Chemical Properties | Crystallization from pyridine-water, melting point 247-249 °c. pKa 2.8. Lipophilic; Distribution coefficient 83. Han degree of speech in water: about 0.1mg/ml(Ph neutral); Soluble in Ph<3. |
| Use | Used as an antiviral drug for the treatment of AIDS |
| In vitro study | Nevirapine(NVP) itself is only an inhibitor of the CYP3A4 enzyme at concentrations well above those associated with treatment (Ki = 270 mM). Nevirapine is a non-nucleoside reverse transcriptase inhibitor with good inhibitory activity against retroviral-derived reverse transcriptase. Nevirapine is also a potent inhibitor of endogenous reverse transcription in murine and human cell lines. Nevirapine rescues differentiation inhibition in acute myeloid leukemia (AML) cell lines and primary as indicated by morphological, functional, and immunoassays. Nevirapine, a dipyridodiazepinone, is a highly specific inhibitor of HIV-1 reverse transcriptase (RT), with IC 50=84NM in the enzymatic assay and against HIV-1 replication in cell culture, with IC 50 at 40nm. Nevirapine alters the cleavage specificity of RNA enzyme H, resulting in Nevirapine-induced ribonuclease H activity exceeding that expected for a change in cleavage specificity.> |
| In vivo study | 4- CANVP is a major metabolite in all male animals and female mice, dogs and monkeys. 3-ohnvp is a major fecal metabolite in all animals except male rats. 4- CANVP and 12 OHNVP glucuronides are major metabolites of rat bile. |
AIDS005653 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| UN IDs | UN1230 - class 3 - PG 2 - Methanol, solution |
| WGK Germany | 2 |
| RTECS | JM5562500 |
| HS Code | 29339900 |
AIDS005653 - Nature
Open Data Verified Data
crystallized from pyridine monohydrate, melting point 247-249 °c. pK. 2.8. The solubility in water is about 0.1mg/mL, and it is easily dissolved at pH<3.
Last Update：2024-01-02 23:10:35
AIDS005653 - Preparation Method
Open Data Verified Data
2-hydroxy 4-methyl -3-nitropyridine was chlorinated with phosphorus oxychloride, and the resulting compound was reduced to give 3-amino -2-chloro -4-methylpyridine. This material is amidated with 2-chloronicotinoyl chloride, condensed with cyclopropylamine to give the compound, and finally refluxed in dimethylformamide to give nevirapine.
Last Update：2022-01-01 09:08:17
AIDS005653 - Standard
Authoritative Data Verified Data
This product is 11-cyclopropyl -5 ,1-1-dihydro-4-methyl-6h-dipyrido [3 ,2-B '- 2',3 '-e ] [1,4] diazepin-6-one. The content of C15H14N40 should be between 98.0% and 102.0%, calculated as anhydrous.
Last Update：2024-01-02 23:10:35
AIDS005653 - Trait
Authoritative Data Verified Data
- This product is white or off-white powder.
- This product is slightly soluble in ethanol or methanol, and almost insoluble in water.
Last Update：2022-01-01 13:34:50
AIDS005653 - Use
Open Data Verified Data
developed by Boehfinger Ingelheim, Germany. Launched in the United States in 1996. Nevirapine is a HIV-1 non-nucleoside reverse transcriptase inhibitor, directly linked to HIV-1 reverse transcriptase, and blocks RNA-dependent and DNA-dependent DNA polymerase activity by disrupting the catalytic end of the enzyme. For the treatment of AIDS.
Last Update：2022-01-01 09:08:18
AIDS005653 - Differential diagnosis
Authoritative Data Verified Data
- 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 1159).
Last Update：2022-01-01 13:34:51
AIDS005653 - Exam
Authoritative Data Verified Data
Related substances
take the stock solution of the test product under the item of content determination as the test solution; Take 1 ml of the test solution for precision measurement and put it in a 100ml measuring flask, dilute with mobile phase to the scale, shake, then take 5ml accurately, put it in 50ml measuring flask, dilute with mobile phase to the scale, shake well, as a control solution. According to the chromatographic conditions under the content determination item, 50 u1 of the test solution and 50 u1 of the control solution are respectively injected into the liquid chromatograph, and the chromatogram is recorded to 10 times of the retention time of the main component peak. If there are chromatographic peaks in the chromatogram of the test solution that are consistent with the retention time of impurity I, impurity II and impurity III, the area of each impurity peak shall not be greater than 2 times (0.2%) of the area of the main peak of the control solution, other single impurity peak area shall not be greater than the main peak area of the control solution (0.1% ) , and the sum of each impurity peak area shall not be greater than 6 times (0.6%) of the main peak area of the control solution.
residual solvent
take this product about 100mg, precision weighing, Precision Add dimethyl sulfoxide 2ml to dissolve, as a test solution; Respectively, precision weighing ethyl acetate, methanol, ethanol, toluene, O-xylene, an appropriate amount of N,N-dimethylformamide and acetic acid is quantitatively diluted with dimethyl I sulfone to make it contain about 250ug of ethyl acetate, 150ug of methanol, 250ug of ethanol, 44.5ug of toluene, 108.5ug of O-xylene and N per 1 ml, A mixed solution of 44ug of N-dimethylformamide and 250ug of acetic acid was used as a control solution. According to the determination method of residual solvent (General 0861 third method), the capillary column with polyethylene glycol (or similar polarity) as the stationary liquid is used as the column; The temperature is increased by program, the initial temperature is 50°C, and the time is maintained for 6 minutes, the temperature was increased to 230°C at a rate of 25°C per minute. The inlet temperature was 250°C; The detector temperature was 26CTC. Measure the lul of the reference solution and inject it into the gas chromatograph. The separation degree between the peaks of each component shall meet the requirements. Then 1 u1 of the reference solution and 1 u1 of the test solution were accurately measured and injected into the human gas chromatograph respectively, and the chromatogram was recorded. According to the external standard method, the residual amount of ethyl acetate, methanol, ethanol, toluene, O-xylene, N, N-dimethylformamide and acetic acid shall conform to the regulations.
moisture
take this product, according to the moisture determination method (General 0832 first method 1), the water content shall not exceed 0.2%.
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 taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).
Last Update：2022-01-01 13:34:52
AIDS005653 - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with decanoyl amide as filler (Agilent ZORBAX Bonus-RP> 4.6mm X mm,5um or equivalent column); 0.025mol/L ammonium phosphate buffer (take 2.88g of ammonium dihydrogen phosphate, add water 800ml to dissolve, adjust the pH value to 5.0 with 1 mol/L sodium hydroxide solution, dilute to 1000ml with water, mix well)-acetonitrile (80:20) as mobile phase; The detection wavelength is 220nm. Take appropriate amount of nevirapine reference substance, impurity I reference substance, impurity II reference substance and impurity III reference substance respectively, add a small amount of acetonitrile-mobile phase (1:2.2) mixed solution to dissolve, and cool, A solution containing about 2.4UG each in 1 ml was prepared by diluting with the mobile phase and used as a system applicable solution. 25u1 was injected into the liquid chromatograph and the chromatogram was recorded. The degree of separation of nevirapine peak from impurity I peak and impurity II peak should be greater than 5.0.
assay
take about 24mg of this product, accurately weigh it, put it in a 100ml measuring flask, add 4ml of acetonitrile and 80ml of mobile phase, dissolve it by ultrasound, let it cool, dilute it to the scale with mobile phase, shake it well, as a sample stock solution, take 3ml in a precision volume, put it in a 25ml measuring flask, dilute it to the scale with the mobile phase, shake it well, and take 25u1 in a precision volume as a sample solution, injection liquid chromatograph, record chromatogram; Another nevirapine reference substance, the same method of determination, according to the external standard method with peak area calculation, that is obtained.
Last Update：2022-01-01 13:34:52
AIDS005653 - Category
Authoritative Data Verified Data
antiviral drugs.
Last Update：2022-01-01 13:34:53
AIDS005653 - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 13:34:53
AIDS005653 - Nevirapine tablets
Authoritative Data Verified Data
This product contains nevirapine (C15H14N40) should be 95.0% to 105.0% of the label.
trait
This product is white or off-white.
identification
- 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 an appropriate amount of fine powder of this product (about 25mg equivalent to nevirapine), add 10ml of dichloromethane, shake for 1 min, filter with filter paper, take the filtrate and filter it with 0.45um polytetrafluoroethylene filter membrane, and place the filtrate in an evaporation dish, after evaporation at 80°C and drying of the residue at 105°C for 1 hour, the infrared absorption spectrum of the product should be consistent with the spectrum of the control (Spectrum set 1159).
examination
- for related substances, take the stock solution of the test article under the content determination item as the test solution; Take 1ml for precision measurement and put it in a 100ml measuring flask, dilute with 50% ethanol solution to the scale, shake well, then take 5ml accurately, put it in 50ml measuring flask, dilute with 50% ethanol solution to the scale, shake well, as a control solution. According to the chromatographic conditions under the content determination item, 20ul of each of the test solution and the control solution are accurately measured and injected into the liquid chromatograph respectively, and the chromatogram is recorded to 3 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be more than 2 times (0.2%) the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than 5 times (0.5%) of the main peak area of the control solution. The peaks in the chromatogram of the test solution which were 0.05 times smaller than the main peak area of the control solution were ignored.
- dissolution: according to the dissolution and release determination method (General rule 0931, second method), dilute to 3.9ml with phosphate buffer solution (of phosphoric acid, g of sodium dihydrogen phosphate, adjust the pH value with phosphoric acid to 2.0±0.02) as the dissolution medium, the rotation speed is 50 rpm, and operate according to law. After 60 minutes, take the appropriate amount of solution, filter, and take 5ml of continued filtrate with precision, in a 50ml measuring flask, dilute to the scale with dissolution medium, and shake well to serve as a test solution. Another precision weighing nevirapine reference product 20mg, put it in 50ml measuring flask, add 5ml of ethanol, add 30ml of dissolution medium, ultrasonic treatment for 20 minutes, let it cool down, dilute it to the scale with dissolution medium, shake well, take 5ml of precision, 100ml flask, diluted with dissolution medium to scale, shake, as a reference solution. The test solution and the reference solution were taken, and the absorbance at the wavelength of 0401 NM was measured by ultraviolet-visible spectrophotometry (general rule), and the dissolution amount of each piece was calculated. The limit is 80% 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
- measured by high performance liquid chromatography (General 0512).
- chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica gel as filler; Acetonitrile-water (23:77) as mobile phase; Column temperature of 30 ° C.; Detection wavelength of 220nm. Take appropriate amount of nevirapine impurity I reference and nevirapine reference, add 50% ethanol solution for children, ultrasonic dissolution, cool, and dilute with 50% ethanol solution to prepare about 2.4ug Solutions per 1 ml, as the system applicable solution, take 20u1 injection liquid chromatograph, record chromatogram. The theoretical plate number is not less than 5000 based on the nevirapine peak, and the degree of separation between the impurity I peak and the nevirapine peak should not be less than 3.0.
- determination of 20 tablets of this product, precision weighing, fine grinding, precision weighing an appropriate amount (equivalent to nevirapine 50mg), put it in a 100ml measuring flask, add 40ml of 50% ethanol solution, nevirapine was dissolved by sonication for 10 minutes, diluted to the scale with 50% ethanol solution, shaken, filtered, and the filtrate was taken as a stock solution of the test product. Take 5ml accurately, put it in a 50ml measuring flask, dilute it to the scale with 50% ethanol solution, shake it well, and use it as a sample solution. Take 20u1 accurately and inject it into human Liquid Chromatograph. Record the chromatogram; another appropriate amount of nevirapine reference substance was determined by the same method and calculated by peak area according to external standard method.
category
Same as nevirapine.
specification
0.2g
storage
light shielding, sealed storage.
Last Update：2022-01-01 13:34:54
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Product Name: Nevirapine Request for quotation
CAS: 129618-40-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 129618-40-2
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Spot supply
Product Name: Nevirapine Visit Supplier Webpage Request for quotationCAS: 129618-40-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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