Tazarotene

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Names

[ Name ]:
Tazarotene

[Synonym ]:
3-pyridinecarboxylic acid, 6-[(3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-, ethyl ester
Avage
Ethyl 6-[(4,4-dimethyl-3,4-dihydro-2H-thiochromen-6-yl)ethynyl]nicotinate
ethyl 6-[2-(4,4-dimethyl-2,3-dihydrothiochromen-6-yl)ethynyl]pyridine-3-carboxylate
6-[(4,4-diméthyl-3,4-dihydro-2H-thiochromén-6-yl)éthynyl]pyridine-3-carboxylate d'éthyle
6-[(3,4-Dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-3-pyridinecarboxylic acid ethyl ester
Ethyl 6-((4,4-dimethylthiochroman-6-yl)ethynyl)nicotinate
Ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl] nicotinate
Tazorac
3-Pyridinecarboxylic acid, 6-[2-(3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl)ethynyl]-, ethyl ester
Tazarotene
Zorac
Ethyl-6-[(4,4-dimethyl-3,4-dihydro-2H-thiochromen-6-yl)ethinyl]pyridin-3-carboxylat
ethyl 6-[(4,4-dimethyl-3,4-dihydro-2H-thiochromen-6-yl)ethynyl]pyridine-3-carboxylate
MFCD00867628

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
499.8±45.0 °C at 760 mmHg

[ Melting Point ]:
97-98ºC

[ Molecular Formula ]:
C₂₁H₂₁NO₂S

[ Molecular Weight ]:
351.462

[ Flash Point ]:
256.1±28.7 °C

[ Exact Mass ]:
351.129303

[ PSA ]:
64.49000

[ LogP ]:
6.22

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.625

[ Storage condition ]:
Store at +4°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: US5675100

CHEMICAL NAME :: 3-Pyridinecarboxylic acid, 6-((3,4-dihydro-4,4-dimethyl-2H-1-benzothiopyran-6-yl )ethynyl)-, ethyl ester

CAS REGISTRY NUMBER :: 118292-40-3

LAST UPDATED :: 199801

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C21-H21-N-O2-S

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JAADDB Journal of the American Academy of Dermatology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) 1979- Volume(issue)/page/year: 37(Suppl),S25,1997 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 22750 ug/kg/13W-I

TOXIC EFFECTS :: Musculoskeletal - other changes

REFERENCE :: JAADDB Journal of the American Academy of Dermatology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) 1979- Volume(issue)/page/year: 37(Suppl),S25,1997

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Primate - monkey

DOSE/DURATION :: 35 mg/kg/26W-I

TOXIC EFFECTS :: Musculoskeletal - other changes

REFERENCE :: JAADDB Journal of the American Academy of Dermatology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) 1979- Volume(issue)/page/year: 37(Suppl),S25,1997

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

6-Ethynyl-4,4-Dimethyl-Thiochroman
Ethyl 6-chloronicotinate
Ethanol
Tazarotenic Acid
Triethyl orthoacetate
6-[2-(4,4-dimethylthiochroman-6-yl)ethynyl] nicotinic acid hydrochloride
6-BROMO-4,4-DIMETHYLTHIOCHROMAN
4-(4,4-dimethyl-1-oxo-2,3-dihydrothiochromen-6-yl)-2-methylbut-3-yn-2-ol
6-ethynyl-4,4-dimethyl-2,3-dihydrothiochromene 1-oxide

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

A custom tailored model to investigate skin penetration in porcine skin and its comparison with human skin.

Eur. J. Pharm. Biopharm. 95 , 99-109, (2015)

Reliable models for the determination of skin penetration and permeation are important for the development of new drugs and formulations. The intention of our study was to develop a skin penetration m...

Tazarotene versus tretinoin or adapalene in the treatment of acne vulgaris.

J. Am. Acad. Dermatol. 43(2 Pt 3) , S51-4, (2000)

The efficacy and tolerability of tazarotene 0.1% gel in the treatment of acne vulgaris have been compared with those of tretinoin 0.025% gel and adapalene 0.1% gel in multicenter, double-blind, random...

Retinoic acid receptor signaling preserves tendon stem cell characteristics and prevents spontaneous differentiation in vitrox.

Stem Cell Res. Ther. 7 , 45, (2016)

Previous studies have reported that adult mesenchymal stem cells (MSCs) tend to gradually lose their stem cell characteristics in vitro when placed outside their niche environment. They subsequently u...