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维生素A酸

维生素A酸

CAS号：302-79-4

英文名：all-trans-retinoic acid

分子式

C20H28O2

熔点

179-184ºC

密度

1.011 g/cm3

分子量

300.435

沸点

462.8ºC at 760 mmHg

溶解度

信号词

Warning

危险品标志

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化合物简介

Retinoic acid is a metabolite of vitamin A (retinol) that mediates the functions of vitamin A required for growth and development. Retinoic acid is required in chordate animals, which includes all higher animals from fish to humans. During early embryonic development, retinoic acid generated in a specific region of the embryo helps determine position along the embryonic anterior/posterior axis by serving as an intercellular signaling molecule that guides development of the posterior portion of the embryo. It acts through Hox genes, which ultimately control anterior/posterior patterning in early developmental stages.

基本信息

中文名称

维生素A酸

英文名称

all-trans-retinoic acid

中文别名

维他命A酸、视黄酸、维甲酸、维A酸、3,7-二甲基-9-(2,6,6-三甲基环己烯)-2,4,6,8-全反式壬四烯酸

英文别名

(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid、eudyna、all-trans retinoic acid、effederm、all-trans-Retinoic Acid、13-trans-Retinoic acid、13-cis-retinoic acid、aknoten、all-trans-vitamin A acid、retin-a、aberel、all-trans-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic Acid、Atragen、all-trans tretinoin、Vitamin A Acid、[3H]-Retinoic Acid、tretinm、(all-e)、ATRA、Retinoic acid、Tretinoin

CAS号

302-79-4

分子式

C20H28O2

分子量

300.435

精确质量

300.209

PSA

37.3

LOGP

5.6026

编号系统

MDL号

MFCD00001551

物化性质

外观与性状

黄色-橙色粉末

密度

1.011 g/cm3

沸点

462.8ºC at 760 mmHg

熔点

179-184ºC

闪点

350.6ºC

安全信息

安全说明

S36/37-S45

危险类别码

R22; R38; R63

海关编码

2916209090

危险品标志

Xn

危险标志

GHS07

危险性描述

H302

危险性防范说明

P301 + P312 + P330

信号词

Warning

生产方法及用途

用途

本品系体内维生素A的代谢中间产物，主要影响骨的生长和促进上皮细胞增生、分化、角质溶解等代谢作用。用于异常型鱼鳞和异常型银屑病。

合成路线

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acide carboxy-14-retinoique

acide carboxy-14-retinoique

异维 A 酸

维生素A酸

上游原料

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(E)-3-(4-methylthio-1,3-dithiane-2-yl)-2-methyl-propenal

(E)-3-(4-methylthio-1,3-dithiane-2-yl)-2-methyl-propenal

(2Z,4E)-β-ionylidenethanol

(2Z,4E)-β-ionylidenethanol

1,3,3-三甲基-2-[(1E,3E)-3-甲基-1,3-己二烯-5-炔基]-环己烷

1,3,3-三甲基-2-[(1E,3E)-3-甲基-1,3-己二烯-5-炔基]-环己烷

(6R,7R)-3-((((2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl)oxy)methyl)-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 5-oxide

(6R,7R)-3-((((2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl)oxy)methyl)-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 5-oxide

维生素A酸

(2Z,4E,6Z,8Z)-3,7-二甲基-9-(2,6,6-三甲基-1-环己烯基)壬-2,4,6,8-四烯酸乙酯

(2Z,4E,6Z,8Z)-3,7-二甲基-9-(2,6,6-三甲基-1-环己烯基)壬-2,4,6,8-四烯酸乙酯

下游产品

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(7cis,9cis,13cis)-15-[(3-Hydroxypropyl)amino]retinal

(7cis,9cis,13cis)-15-[(3-Hydroxypropyl)amino]retinal

异维 A 酸

(2E,4E,6E,8E)-N-(4-hydroxybutyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide

(2E,4E,6E,8E)-N-(4-hydroxybutyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide

retinoic anhydride

retinoic anhydride

ethyl 3-methyl-6-oxohexa-2,4-dienoate

ethyl 3-methyl-6-oxohexa-2,4-dienoate

维生素A酸

上游原料

(E)-3-(4-methylthio-1,3-dithiane-2-yl)-2-methyl-propenal (2Z,4E)-β-ionylidenethanol 1,3,3-三甲基-2-[(1E,3E)-3-甲基-1,3-己二烯-5-炔基]-环己烷 (6R,7R)-3-((((2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoyl)oxy)methyl)-8-oxo-7-(2-phenoxyacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 5-oxide 维生素A酸 (2Z,4E,6Z,8Z)-3,7-二甲基-9-(2,6,6-三甲基-1-环己烯基)壬-2,4,6,8-四烯酸乙酯 4,4-二甲氧基-3-甲基-2-丁烯酸乙酯 (1E,7E)-9-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-1,7-dien-4-yne-3,6-diol (2E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,8-dien-5-yne-1,4,7-triol [(2E,4E)-3-甲基-5-(2,6,6-三甲基-1-环己烯-1-基)-2,4-戊二乙烯]三苯基氯化膦 9-(2',6',6'-trimethyl-1'-cyclohexen-1'-yl)-3,7-dimethyl-1-((tert-butyldimethylsilyl)oxy)-(2E,5Z,8E)-nona-2,5,8-triene-4,7-diol 2-[3-(2,2-dimethoxy-ethyl)-buta-1,3-dienyl]-1,3,3-trimethylcyclohexene 4,6-dimethyl-tetrahydro-[1,3,5]thiadiazin-2-thione 笼形视黄酸维生素 A 棕榈酸酯 (7E,9Z)-beta-离子亚基乙醛 (3E,5E,7E)-6-methyl-8-(2,6,6-trimethyl-1-cyclohexenyl)-3,5,7-octatriene-2-one acide carboxy-14-retinoique 维生素A (7E)-9-ethynyl-β-ionol 亚异丙基丙二酸二甲酯 (E)-4-bromo-3-methyl-2-butenoic acid 视黄酰氟 5-Benzolsulfonyl-3,7-dimethyl-9-(2',6',6'-trimethylcyclohex-1-enyl)-nona-2,6,8-triensaeuremethylester (4E)-3-methylene-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-4-pentenal 3,3-二甲基丙烯酸甲酯 dimethyl 2-[(3E,6E)-1-methyl-5-oxo-7-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,6-heptatrienyl]malonate 视黄醛乙烯-beta-离子醇 (7E,9E)-beta-离子亚基乙醛 (+/-)-7-hydroxy-3.7-dimethyl-1t-(2.2.6-trimethyl-cyclohexen-(6)-yl)-nonatrien-(1.3t.5t)-oic acid-(9)-ethyl ester diethyl 2-(1-bromopropan-2-ylidene)propanedioate diethyl 2-((5E,7E)-6-methyl-4-(phenylsulfonyl)-8-(2,6,6-trimethylcyclohex-1-en-1-yl)octa-5,7-dien-2-ylidene)malonate 8-<2-(methylthio)-1,3-dithian-2-yl>-3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)octa-1E,3E,5E,7E-tetraene β-紫罗兰酮甲基溴化镁 (4E,8E)-2-(methoxycarbonyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid 2,4-dimethyl-2,5-dihydropyran-6-one all-trans-β-ionylidenecrotonic acid 3-甲酰基-2-丁烯酸乙酯 methyl 4-bromo-3-methylbut-2-enoate 4-(6,6-dimethylcyclohexen-1-yl)but-3-en-2-one dimethyl 2-[(2E)-3-(dimethylamino)-1-methyl-2-propenylidene]malonate 4-(1,4-二甲基-1-乙基)戊基酚 (E)-3-methyl-4-oxo-2-butenoic acid 3,3-二甲基丙烯酸

下游产品

(7cis,9cis,13cis)-15-[(3-Hydroxypropyl)amino]retinal 异维 A 酸 (2E,4E,6E,8E)-N-(4-hydroxybutyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide retinoic anhydride ethyl 3-methyl-6-oxohexa-2,4-dienoate 维生素A酸 N-乙基-维甲酰胺 [(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoate (2E,4E,6E,8E)-3,7-二甲基-9-(2,2,6-三甲基-7-氧杂双环[4.1.0]庚-1-基)-2,4,6,8-壬四烯酸 4-氧代-维A酸 BETA-环柠檬醛 β-紫罗兰酮 4-ethoxyretinoic acid 过氧化苯甲酰 2E,4E-2-methyl-6-oxo-2,4-heptadienal (2E,4E,6E,8E)-9-(3-羟基-2,6,6-三甲基-1-环己烯基)-3,7-二甲基-壬-2,4,6,8-四烯酸 (2E,4E,6E)-7-(4,4,7alpha-三甲基-2,5,6,7-四氢-1-苯并呋喃-2-基)-3-甲基辛-2,4,6-三烯酸维生素A N-视黄酰苯丙氨酸甲基(2E,4E,6E,8E)-3,7-二甲基-9-(2,6,6-三甲基-1-环己烯基)壬-2,4,6,8-四烯酸酯 (2Z,4E,6Z,8Z)-N-丁基-3,7-二甲基-9-(2,6,6-三甲基-1-环己烯基)壬-2,4,6,8-四烯酰胺 [4-[[(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoyl]amino]phenyl] 2,2-dimethylpropanoate 视黄酰氟 (2E,4E,6E,8E)-3,7-dimethyl-N-(2H-tetrazol-5-yl)-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenamide (2E,4E,6E,8E)-N-(2-羟基乙基)-3,7-二甲基-9-(2,6,6-三甲基-1-环己烯基)壬-2,4,6,8-四烯酰胺维甲酰酚胺二氢猕猴桃内酯视黄醛