118292-40-3

• 常用中文名：他扎罗汀
• 常用英文名：Tazarotene
• CAS号：118292-40-3
• 分子式：C₂₁H₂₁NO₂S
• 分子量：351.462
• 相关类别： 原料药 专科用药 皮肤科用药
• 发布时间：2018-05-09 08:00:00
• 更新时间：2024-01-02 16:52:36
• Tazarotene是选择性视黄酸受体 (RAR) 激动剂,用于治疗斑块状银屑病和寻常痤疮。

名称

• 中文名: 他扎罗汀
• 英文名: tazarotene
• 中文别名: 6-[2-(4,4-二甲基二氢苯并噻喃-6-基)乙炔基]吡啶-3-甲酸乙酯
• 英文别名: 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

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 499.8±45.0 °C at 760 mmHg
• 熔点: 97-98ºC
• 分子式: C₂₁H₂₁NO₂S
• 分子量: 351.462
• 闪点: 256.1±28.7 °C
• 精确质量: 351.129303
• PSA: 64.49000
• LogP: 6.22
• 外观性状: 白色固体
• 蒸汽压: 0.0±1.3 mmHg at 25°C
• 折射率: 1.625
• 储存条件: Store at +4°C

生物活性

• 描述: Tazarotene是选择性视黄酸受体 (RAR) 激动剂,用于治疗斑块状银屑病和寻常痤疮。
• 相关类别:
  信号通路 >> 代谢酶/蛋白酶 >> RAR/RXR
  研究领域 >> 炎症/免疫
• 体外研究: 凝胶和乳膏制剂中的他扎罗汀既可用作单一疗法,也可用作辅助疗法。对于牛皮癣,它已经与类固醇,卡泊三烯和光疗法以及痤疮,抗生素联合使用。他扎罗汀已被证明可上调肿瘤抑制因子,他扎罗汀诱导的基因3,该基因在牛皮癣和皮肤癌中过度表达[1]。在人表皮细胞培养物中,他扎罗汀抑制2种标志物蛋白MRP-8(钙粒蛋白A)和SKALP(皮肤衍生的抗白细胞蛋白酶)的基因表达,在银屑病表皮中高度升高[2]。
• 体内研究: 局部凝胶应用提供了他扎罗汀直接递送到皮肤中。在向健康个体和患有银屑病的患者的皮肤局部施用0.1％他扎罗汀凝胶后10小时,约4至6％的剂量存在于角质层中,2％的剂量分布至活表皮和真皮。他扎罗汀被设计为对其活性代谢物他扎罗汀酸进行快速和完全的代谢。 Tazarotenic acid具有较短的全身停留时间和有限的动物组织分布[3]。当局部应用时,他扎罗汀通过肿瘤促进剂12-O-十四烷基佛波醇13-乙酸酯(TPA)阻断鸟氨酸脱羧酶(ODC)活性的诱导。无毛小鼠的表皮[3]。
• 参考文献:

  [1]. Talpur R, et al. Efficacy and safety of topical tazarotene: a review. Expert Opin Drug Metab Toxicol. 2009 Feb;5(2):195-210.

  [2]. Nagpal S, et al. Negative regulation of two hyperproliferative keratinocyte differentiation markers by a retinoic acidreceptor-specific retinoid: insight into the mechanism of retinoid action in psoriasis. Cell Growth Differ. 1996 Dec;7(12):1783-91.

  [3]. Tang-Liu DD, et al. Clinical pharmacokinetics and drug metabolism of tazarotene: a novel topical treatment for acne and psoriasis. Clin Pharmacokinet. 1999 Oct;37(4):273-87.

MSDS

Tazarotene SAFETY DATA SHEET Section1. IDENTIFICATION Product name:Tazarotene 5.3 Section2. HAZARDS IDENTIFICATION GHS classification PHYSICAL HAZARDSNot classified HEALTH HAZARDS Skin corrosion/irritationCategory 3 Not classified ENVIRONMENTAL HAZARDS GHS label elements, including precautionary statements None Pictograms or hazard symbols Signal wordWarning Causes mild skin irritation Hazard statements Precautionary statements: If skin irritation occurs: Get medical advice/attention. [Response] Section3. COMPOSITION/INFORMATION ON INGREDIENTS Substance/mixture:Substance Components:Tazarotene Percent:>98.0%(GC) CAS Number:118292-40-3 C21H21NO2S Chemical Formula: Section4. FIRST AID MEASURES Inhalation:Remove victim to fresh air and keep at rest in a position comfortable for breathing. Get medical advice/attention if you feel unwell. Skin contact:Remove/Take off immediately all contaminated clothing. Gently wash with plenty of soap and water. If skin irritation or rash occurs: Get medical advice/attention. Eye contact:Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice/attention. Ingestion:Get medical advice/attention if you feel unwell. Rinse mouth. A rescuer should wear personal protective equipment, such as rubber gloves and air- Protection of first-aiders: tight goggles. Section5. FIRE-FIGHTING MEASURES Suitable extinguishingDry chemical, foam, water spray, carbon dioxide. media: Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to from the chemical:generate poisonous fume. Tazarotene Section5. FIRE-FIGHTING MEASURES Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing method according to the surrounding situation is used. Uninvolved persons should evacuate to a safe place. In case of fire in the surroundings: Remove movable containers if safe to do so. Special protectiveWhen extinguishing fire, be sure to wear personal protective equipment. equipment for firefighters: Section6. ACCIDENTAL RELEASE MEASURES Use personal protective equipment. Keep people away from and upwind of spill/leak. Personal precautions, protective equipment and Entry to non-involved personnel should be controlled around the leakage area by emergency procedures: roping off, etc. Environmental precautions: Prevent product from entering drains. Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it. containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with up: appropriate laws and regulations. Section7. HANDLING AND STORAGE Precautions for safe handling Handling is performed in a well ventilated place. Wear suitable protective equipment. Technical measures: Prevent dispersion of dust. Wash hands and face thoroughly after handling. Use a local exhaust if dust or aerosol will be generated. Advice on safe handling: Avoid contact with skin, eyes and clothing. Conditions for safe storage, including any incompatibilities Storage conditions:Keep container tightly closed. Store in a refrigerator. Store away from incompatible materials such as oxidizing agents. Heat-sensitive Packaging material:Comply with laws. Section8. EXPOSURE CONTROLS / PERSONAL PROTECTION Engineering controls:Install a closed system or local exhaust as possible so that workers should not be exposed directly. Also install safety shower and eye bath. Personal protective equipment Respiratory protection: Dust respirator. Follow local and national regulations. Hand protection:Protective gloves. Eye protection:Safety glasses. A face-shield, if the situation requires. Skin and body protection: Protective clothing. Protective boots, if the situation requires. Section9. PHYSICAL AND CHEMICAL PROPERTIES Solid Physical state (20°C): Form:Crystal- Powder Colour:Very pale yellow - Yellow No data available Odour: pH: No data available Melting point/freezing point:105°C Boiling point/range:No data available No data available Flash point: Flammability or explosive limits: Lower:No data available No data available Upper: Relative density:No data available Solubility(ies): [Water]No data available No data available [Other solvents] Log Pow:5.25 Tazarotene Section10. STABILITY AND REACTIVITY Chemical stability:Stable under proper conditions. Possibility of hazardous No special reactivity has been reported. reactions: Incompatible materials: Oxidizing agents Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Sulfur oxides products: Section11. TOXICOLOGICAL INFORMATION Acute Toxicity:orl-rat LD:>2 g/kg Skin corrosion/irritation: skn-hmn 0.1%/12W-I open Serious eyeNo data available damage/irritation: Germ cell mutagenicity: No data available Carcinogenicity: IARC =No data available No data available NTP = Reproductive toxicity:No data available US5675100 RTECS Number: Section12. ECOLOGICAL INFORMATION Ecotoxicity: Fish:No data available Crustacea:No data available Algae:No data available Persistence / degradability: No data available BioaccumulativeNo data available potential(BCF): Mobility in soil Log Pow:5.25 Soil adsorption (Koc):No data available Henry's LawNo data available constant(PaM3/mol): Section13. DISPOSAL CONSIDERATIONS Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when disposing of the substance. Section14. TRANSPORT INFORMATION Hazards Class:Does not correspond to the classification standard of the United Nations UN-No:Not listed Section15. REGULATORY INFORMATION Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002 and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were prescribed. Tazarotene SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

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

安全

• 危险品运输编码: NONH for all modes of transport
• 海关编码: 2942000000

合成路线

118292-06-1 49608-01-7 ~61% 118292-40-3

文献：INDOCO REMEDIES LIMITED Patent: WO2009/116075 A2, 2009 ; Location in patent: Page/Page column 12 ;

118292-06-1 ~% 118292-40-3

文献：WO2006/59345 A2, ; Page/Page column 20-21 ;

64-17-5 118292-41-4 ~% 118292-40-3

文献：US2007/238881 A1, ; Page/Page column 6 ;

78-39-7 118292-41-4 ~% 118292-40-3

文献：US2007/238881 A1, ; Page/Page column 7 ;

952294-18-7 78-39-7 ~% 118292-40-3

文献：US2007/238881 A1, ; Page/Page column 7 ;

112110-44-8 ~% 118292-40-3

文献：Organic Process Research and Development, , vol. 9, # 5 p. 646 - 650

864841-54-3 ~% 118292-40-3

文献：Organic Process Research and Development, , vol. 9, # 5 p. 646 - 650

864841-55-4 ~% 118292-40-3

文献：Organic Process Research and Development, , vol. 9, # 5 p. 646 - 650

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海关

海关编码	2934999090
中文概述	2934999090. 其他杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途
Summary	2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%