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Retinoic acid

Retinoic acid structure

CAS No:
302-79-4
Formula:
C20H28O2
Chemical Name:
Retinoic acid
Synonyms:
Retinoic acid;Retinoic acid,all-trans-;Vitamin A acid;Tretinoin;trans-Retinoic acid;2,4,6,8-Nonatetraenoic acid,3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-,(all-E)-;all-trans-Vitamin A acid;Vitamin A acid,all-trans-;Vitamin A1 acid,all-trans-;3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid;β-Retinoic acid;(all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid;all-trans-Tretinoin;all-(E)-Retinoic acid;Tretin M;all-trans-β-Retinoic acid;Ro 1-5488;Retin A;AGN 100335;Aberel;all-trans-Retinoic acid;Vesanoid;ATRA;Renova;Atragen;Vesnaroid;Epi-Aberel;Cordes Vas;Dermairol;Aknoten;Airol;NSC 122578;Eudyna;Retacnyl;NSC 122758;7005-78-9;56573-65-0;187175-63-9
Categories:
Active Pharmaceutical Ingredients > Specialty Drugs

Description

Retinoic acid is a metabolite of vitamin A that plays important roles in cell growth, differentiation, and organogenesis. Retinoic acid is a natural agonist of RAR nuclear receptors, with IC50s of 14 nM for RARα/β/γ. Retinoic acid bind to PPARβ/δ with Kd of 17 nM.

Retinoic acid Basic Attributes

Molecular Weight：

300.44

Exact Mass：

300.44

BRN：

2057223

EC Number：

206-129-0

HScode：

2916209090

Characteristics

PSA：

37.3

XLogP3：

6.3

Appearance：

yellow powder

Density：

1.0±0.1 g/cm3

Melting Point：

180-182 °C

Boiling Point：

462.8°C at 760 mmHg

Flash Point：

350.6±11.0 °C

Refractive Index：

1.556

Water Solubility：

H2O: insoluble ;soluble in ether; slightly soluble in chloroform.

Storage Conditions：

2-8°C

Vapor Pressure：

2.4X10-7 mm Hg @ 25 deg C /Estimated/

Toxicity：

LD50 (10 day) in mice, rats (mg/kg): 790, 790 i.p.; 2200, 2000 orally (Kamm)

Odor：

Floral odor (powder form)

Safety Information

Packing level：

Ⅲ

Hazard category：

6.1(b)

Transport codes：

3249

wgk germany：

hazard class code：

22-63-38-20/21/22-51/53

safety instructions：

53-26-36/37/39-45-36/37-61-24/25

RTECS Number：

VH6475000

Marks：

T,Xn,N

Stability/Shelf Life：

Store Dry in Freezer at -20°C for up to 1 year; in Solution at -20°C for up to 3 Months.

Precautionary statement(s)：

P301 + P312 + P330

Hazard Statements：

H302

Retinoic acid Use and Manufacturing

Physiological metabolite of vitamin A. Effects gene expression via nuclear retinoic acid receptors (RAR); mediates cellular growth and differentiation Used for abnormal acne, fish phosphate disease and abnormal psoriasis. Use Anti-keratosis drug. Also known as vitamin formic acid, retinoic acid, the metabolic intermediate product of vitamin A in this strain, mainly affects bone growth and epithelial cell metabolism, and has the effects of promoting epithelial cell proliferation and keratolysis. It is suitable for acne vulgaris, lichen planus (including oral lichen planus), leukoplakia, pityriasis red hair and pityriasis simplex on the face. It can also be used as an adjuvant treatment of psoriasis (psoriasis), and can also be used to treat multiple vulgaris and various skin diseases such as ichthyosis and keratosis follicularis.

Computed Properties

Molecular Weight:300.4
XLogP3:6.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:300.208930132
Monoisotopic Mass:300.208930132
Topological Polar Surface Area:37.3
Heavy Atom Count:22
Complexity:567
Defined Bond Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product can promote epidermal cell renewal, regulate epidermal cell proliferation and differentiation, make stratum corneum cells loose and easy to fall off, which is beneficial for removing acne and inhibiting the formation of new acne.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Retinoic acid cream
Ingredients	All-trans retinoic acid
Indication	1. There is a risk of increased photosensitivity when used with photosensitizing drugs. 2. When used with soap and other detergents, desquamation preparations (such as benzoyl peroxide, raclonidine, salicylic acid, sulfur, etc.), ethanol preparations, isotretinoin, etc., it may aggravate skin irritation or dryness, so it must be used with caution. 3. If used with other drugs at the same time, drug interactions may occur. Please consult a doctor or pharmacist for details.
Specifications	15g:3.75mg
Manufacturer	Shanghai Shyndec Pharmaceutical Co., Ltd.

Retinoic acid cream
Ingredients	All-trans retinoic acid
Indication	1. There is a risk of increased photosensitivity when used with photosensitizing drugs. 2. When used with soap and other detergents, desquamation preparations (such as benzoyl peroxide, raclonidine, salicylic acid, sulfur, etc.), ethanol preparations, isotretinoin, etc., it may aggravate skin irritation or dryness, so it must be used with caution. 3. If used with other drugs at the same time, drug interactions may occur. Please consult a doctor or pharmacist for details.
Specifications	0.025% (15g: 3.75mg)
Manufacturer	Jiangsu Fubang Pharmaceutical Co., Ltd.

Retinoic acid cream
Ingredients	The main ingredient of this product is all-trans retinoic acid. Its chemical name is: 3,7-dimethyl-9 (2,6,6-trimethylcyclohexene)-2,4,6,11-all-trans nonatetraenoic acid.
Indication	Not yet clear.
Specifications	15 g: 3.75 mg

See More Related Drugs

Registered Holders

BIOPHORE INDIA PHARMACEUTICALS PVT LTD

United States
Active
Siegfried PharmaChemikalien Minden GmbH

Germany
Active
OLON S.P.A.

Italy
Active

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