13-cis-4-Oxoretinoic acid

SKU: O0048

Category: API's & Intermediates

Synonyms: 4-Oxoisotretinoin , Ro 22-6595; 71748-58-8
CAS-Number: C₂₀H₂₆O₃
Molecular Formula: 314.42
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Identity: 1H-NMR
Appearance: Dark yellow powder

Properties

Density: ~1.1 g/cm3 (Predicted)
Boiling Point: ~509.9 °C at 760 mmHg (Predicted)
Melting Point: 134 - 136 °C
Solvents: acetone, chloroform, ethanol (slightly), ether, ethyl acetate, isopropanol

Downloads

Safety Data Sheet: CDX O0048 MSDS.pdf

Long Term Storage: -20°C
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Short Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods
Signal word: Danger
GHS Symbol: GHS07+GHS08
Precautionary statements: P201-P280-P305 + P351 + P338-P308 + P313-P337 + P313
Hazard statements: H315-H319-H335-H360

Description: Mayor active metabolites of 13-cis-retinoic acid (important drug in dermatology and treatment of neuroblastoma) with effects on gene transcription that regulate growth, differentiation and inflammation in normal and neoplastic skin cells. Shown to be as active as 13-cis-retinoic acid against neuroblastoma cell lines. Can be used as reference compound.
InChi: InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13-
References: (1) F.M. Vane & C.J. Bugge, Drug Metab. Dispos. 9, 515 (1981) , (2) J.M. Baron, et al., J. Invest. Derm. 125, 143 (2005) , (3) S.E. Rowbotham, et al., DMD 38, 1211 (2010) , (4) P. Sonawane, et al., Br. J. Pharmacol. 171, 5330 (2014)
InChi Key: GGCUJPCCTQNTJF-FAOQNJJDSA-N
Smiles: OC(/C=C(C)C=CC=C(C)C=CC(C(C)(CC1)C)=C(C)C1=O)=O

Mayor active metabolites of 13-cis-retinoic acid (important drug in dermatology and treatment of neuroblastoma) with effects on gene transcription that regulate growth, differentiation and inflammation in normal and neoplastic skin cells. Shown to be as active as 13-cis-retinoic acid against neuroblastoma cell lines. Can be used as reference compound.

Artikelnummer: O0048 Kategorie: API's & Intermediates

Zusätzliche Information

Zusätzliche Information

Synonyms	4-Oxoisotretinoin, Ro 22-6595
Purity	≥98% (HPLC)
Appearance	Dark yellow powder
CAS-Number	71748-58-8
Molecular Formula	C20H26O3
Molecular Weight	314.42
Identity	1H-NMR
Solvents	acetone, chloroform, ethanol (slightly), ether, ethyl acetate, isopropanol
Melting Point	134 – 136 °C
Boiling Point	~509.9 °C at 760 mmHg (Predicted)
Density	~1.1 g/cm3 (Predicted)
Smiles	OC(/C=C(C)C=CC=C(C)C=CC(C(C)(CC1)C)=C(C)C1=O)=O
InChi Key	GGCUJPCCTQNTJF-FAOQNJJDSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements	H315-H319-H335-H360
Precautionary statements	P201-P280-P305 + P351 + P338-P308 + P313-P337 + P313
GHS Symbol	GHS07+GHS08
Signal word	Danger
Transportation	Not dangerous goods
References	(1) F.M. Vane & C.J. Bugge, Drug Metab. Dispos. 9, 515 (1981), (2) J.M. Baron, et al., J. Invest. Derm. 125, 143 (2005), (3) S.E. Rowbotham, et al., DMD 38, 1211 (2010), (4) P. Sonawane, et al., Br. J. Pharmacol. 171, 5330 (2014)
InChi	InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13-
Quantity	1 mg, 5 mg, 25 mg, Bulk