6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester
Tazarotene
CAS: 118292-40-3
Molecular Formula: C21H21NO2S
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Names and Identifiers
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Physico-chemical Properties
| Molecular Formula | C21H21NO2S |
| Molar Mass | 351.46 |
| Density | 1.22±0.1 g/cm3(Predicted) |
| Melting Point | 95-98°C |
| Boling Point | 499.8±45.0 °C(Predicted) |
| Flash Point | 256.1°C |
| Solubility | DMSO: >15mg/mL |
| Vapor Presure | 4.03E-10mmHg at 25°C |
| Appearance | powder |
| Color | white to very faintly yellow |
| Merck | 14,9081 |
| pKa | 0.04±0.29(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.624 |
| Physical and Chemical Properties | Off-white or light-yellow solid |
| In vitro study | In HL-60 human myeloid leukemia cells, Tazarotene causes ERK activation, RB tumor suppressor protein phosphorylation, G0 arrest, and myeloid differentiation. Tazarotene is able to push the early or late part of the period leading to differentiation or G0 arrest and is interchangeable with RARalpha-selective ligands. Tazarotene modulates three important pathogenic factors in psoriasis by interacting with specific nuclear retinoic acid receptors (RARs) to therapeutically regulate gene transcription. Tazarotene inhibits fibroblast proliferation and synthesis of DNA and collagen. Tazarotene down-regulates keratinocyte differentiation, keratinocyte proliferation, and markers of inflammation. Tazarotene also upregulates three novel genes, TIG-1 (tazarotene-induced gene -1),TIG-2, and TIG-3, which may mediate antiproliferative effects. In retinoid-responsive breast cancer cell lines, Tazarotene causes growth inhibition by upregulating tig3. |
| In vivo study | In UV-and ionizing radiation-treated Ptch1 /− mice, Tazarotene treatment reduced the number and size of onlookers basal cell carcinomas (BCCs). |
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Risk and Safety
| WGK Germany | 3 |
| RTECS | US5675100 |
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Standard
Authoritative Data Verified Data
This product is 6 - [( 3, 4-dihydro-4, 4-dimethyl-2-1-benzothian-6-yl) ethynyl]-3-pyridinecarboxylic acid ethyl ester. The content of C21H21NO2S shall be 98.5% to 101.5% calculated as the dried product.
Last Update：2024-01-02 23:10:35
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Trait
Authoritative Data Verified Data
- This product is white to light yellow crystal or crystalline powder; Odorless.
- This product is soluble in benzyl alcohol, soluble in ethyl acetate, slightly soluble in acetonitrile, slightly soluble in ethanol, almost insoluble in water.
melting point
The melting point of this product (General 0612) is 102~105°C.
Last Update：2022-01-01 11:39:13
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.845 ml | 14.226 ml | 28.453 ml |
| 5 mM | 0.569 ml | 2.845 ml | 5.691 ml |
| 10 mM | 0.285 ml | 1.423 ml | 2.845 ml |
| 5 mM | 0.057 ml | 0.285 ml | 0.569 ml |
Last Update：2024-01-02 23:10:35
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Differential diagnosis
Authoritative Data Verified Data
- take about 5mg of this product, add 2 drops of sulfuric acid, that is red; Add 2ml of water, red disappeared.
- 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.
- This product is dissolved in methanol and diluted to make a solution containing about 4ug per lml, and then determined by UV-Vis spectrophotometry (General 0401), there is maximum absorption at a wavelength of 259nm and 351nm; The solution shows yellow-green fluorescence when viewed under a UV lamp (365mn).
- take the product and tazarotene control, respectively, plus ethyl acetate dissolved and diluted to make each 1 mL solution containing about 1 mg. According to the thin layer chromatography (General 0502) test, absorb the above two solutions of 10 u1, respectively, on the same silica gel GF254 thin layer plate, with methanol as the developing agent, expand, take out, dry, view under UV light (365nm). The position and color of the main spot displayed by the test solution should be the same as that of the reference solution.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 1116).
- two items (2) and (4) above can be selected as one item.
Last Update：2022-01-01 11:39:13
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Exam
Authoritative Data Verified Data
Related substances
take this product, add acetonitrile to dissolve and dilute to make a solution containing about 80ug per lml as a test solution; Take lml from precision children and put it in a 100m l measuring flask, as a control solution, it was diluted to the scale with acetonitrile and shaken. According to the chromatographic conditions under the content determination item, 20 u1 of the test solution and the control solution are respectively injected into the liquid chromatograph, and the chromatogram is 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 1.5 times (1.5%) of the main peak area of the control solution.
loss on drying
take this product, at 60°C under reduced pressure drying to constant weight, weight loss should not exceed 1.0% (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 taking the ignition residue shall not contain more than 20 parts per million of heavy metal when examined by law (General rule 0821, Law II).
Last Update：2022-01-01 11:39:14
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Content determination
Authoritative Data Verified Data
measured by high performance liquid chromatography (General 0512).
chromatographic conditions and system suitability test
silica gel bonded with eighteen alkyl silane was used as a filler; Isopropanol-acetonitrile-water (38:27:35) was used as a mobile phase; The detection wavelength was 325nm. The number of theoretical plates shall not be less than 5000 calculated by tazarotene peak, and the separation degree between tazarotene peak and adjacent impurity peaks shall meet the requirements.
assay
take about 16mg of this product, accurately weigh, put it in a 100ml measuring flask, add acetonitrile to dissolve and dilute to the scale, shake well, take 5ml accurately, put it in a 50ml measuring flask, dilute with acetonitrile to scale, shake, as a test solution, accurately take 20u1 injection liquid chromatography, record chromatogram; Tazarotene control, the same method. According to the external standard method to calculate the peak area, that is.
Last Update：2022-01-01 11:39:15
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Category
Authoritative Data Verified Data
antikeratotic agents.
Last Update：2022-01-01 11:39:15
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Storage
Authoritative Data Verified Data
sealed and stored in a cool and dry place.
Last Update：2022-01-01 11:39:15
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran)-6-yl]nicotinic acid ethyl ester - Tazarotene gel
Authoritative Data Verified Data
This product contains tazarotene (C21H21N02S) should be 90.0% to 110.0% of the label.
trait
This product is colorless to light yellow gel.
identification
- take an appropriate amount of this product (about 0.2mg of tazarotene), add 50ml of methanol, shake, dissolve tazarotene, centrifuge, and take the supernatant, as determined by UV-Vis spectrophotometry (General rule 0401), there is a maximum absorption at a wavelength of 351nm, and the solution shows bright yellow-green fluorescence when viewed under a UV lamp (365nm).
- 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.
examination
- pH value: take 2.0g of this product, add 30ml of water to dissolve it, and measure it according to law (General rule 0631). The pH value should be 6.0~8.3.
- others shall comply with the relevant provisions under the item of gel (General rule 0114).
Content determination
take an appropriate amount of this product (about 0.8mg equivalent to tazarotene), weigh it accurately, put it in a 50ml measuring flask, add an appropriate amount of acetonitrile, and fully shake to dissolve tazarotene, dilute with acetonitrile to the scale, shake, centrifuge, take the supernatant as the test solution, take 20 u1 with precision, and measure according to the method under the content determination item of tazarotene.
category
Same as tazarotene.
specification
(l )15g:7.5mg (2)30g:15mg (3)30g:30mg
storage
sealed and stored in a cool place.
Last Update：2022-01-01 11:39:16
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Product Name: Tazarotene Visit Supplier Webpage Request for quotationCAS: 118292-40-3
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Spot supply
Product Name: Tazarotene Visit Supplier Webpage Request for quotationCAS: 118292-40-3
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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