CAS 74397-12-9|Limaprost

Introduction：Basic information about CAS 74397-12-9|Limaprost, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Limaprost BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Articles25
7. Synonyms

Common Name	Limaprost
CAS Number	74397-12-9	Molecular Weight	380.518
Density	1.1±0.1 g/cm3	Boiling Point	550.6±50.0 °C at 760 mmHg
Molecular Formula	C₂₂H₃₆O₅	Melting Point	97-100°
MSDS	ChineseUSA	Flash Point	300.9±26.6 °C
Symbol	GHS06	Signal Word	Danger

Names

Name	(E)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S,5S)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopentyl]hept-2-enoic acid
Synonym	More Synonyms

Limaprost BiologicalActivity

Description	Limaprost(OP1206) is a PGE1 analog and potent platelet adhesion inhibitor.Target: OthersLimaprost, an alprostadil (prostaglandin E1) analogue, is a vasodilator that increases blood flow and inhibits platelet aggregation. Limaprost is a n analog of PGE1 with structural modifications intended to give a prolonged half-life and greater potency. It is orally active in both guinea pigs and rats at doses of 100 mg/kg as an inhibitor of ADP and collagen induced platelet aggregation. It is 10-1,000 times more potent than PGE1 as a platelet adhesive inhibitor, measured in vitro. Intra-coronary injection (100 ng/kg) or intravenous injection (3 mg/kg) in anesthetized dogs causes vasodilation and increased coronary blood flow by 60-80%. Significant hypotensive effects were seen at 100 and 300 mg/kg orally in rats [1].
Related Catalog	Signaling Pathways >>Immunology/Inflammation >>PGE synthaseResearch Areas >>Inflammation/Immunology
References	[1]. Tsuboi, T., et al., Pharmacological evaluation of OP 1206, a prostaglandin E1 derivative, as an antianginal agent. Arch Int Pharmacodyn Ther, 1980. 247(1): p. 89-102.

Chemical & Physical Properties

Density	1.1±0.1 g/cm3
Boiling Point	550.6±50.0 °C at 760 mmHg
Melting Point	97-100°
Molecular Formula	C₂₂H₃₆O₅
Molecular Weight	380.518
Flash Point	300.9±26.6 °C
Exact Mass	380.256287
PSA	94.83000
LogP	3.15
Appearance of Characters	crystalline
Vapour Pressure	0.0±3.4 mmHg at 25°C
Index of Refraction	1.551
InChIKey	OJZYRQPMEIEQFC-UAWLTFRCSA-N
SMILES	CCCCC(C)CC(O)C=CC1C(O)CC(=O)C1CCCCC=CC(=O)O
Storage condition	−20°C
Water Solubility	DMF: soluble

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UK8362500

CHEMICAL NAME :: Prost-2,13-dien-1-oic acid, 11,15-dihydroxy-17,20-dimethyl-9-oxo-, (2E,11-alpha,13E,15S,17S)-

CAS REGISTRY NUMBER :: 74397-12-9

LAST UPDATED :: 199806

DATA ITEMS CITED :: 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 50 mg/kg

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

REFERENCE :: BAXXDU British UK Patent Application. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #2041368

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 12 mg/kg

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

REFERENCE :: BAXXDU British UK Patent Application. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #2041368

Safety Information

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H300
Precautionary Statements	P264-P301 + P310
Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes	T: Toxic;
Risk Phrases	25
Safety Phrases	36/37/39-45
RIDADR	UN 2811 6.1/PG 2
WGK Germany	3
RTECS	UK8362500

Articles25

OP-1206, a prostaglandin E1 derivative, attenuates the thermal hyperesthesia induced by constriction injury to the sciatic nerve in the rat.

Anesth. Analg. 80(3) , 515-20, (1995)

Nerve ischemia induces wallerian degeneration and peripheral neuropathy, the nerve constriction injury induces thermal hyperesthesia. Nerve ischemia is one possible mechanism in the development of the...

Inhibition of platelet aggregation by the cAMP-phosphodiesterase inhibitor, cilostamide, may not be associated with activation of cAMP-dependent protein kinase.

Cell. Signal. 4(4) , 453-63, (1992)

We examined the involvement of cAMP-dependent protein kinase (A kinase)2 in the inhibition by cilostamide, a specific inhibitor of the low Km cAMP-phosphodiesterase (PDE), on 9,11-epithio-11,12-methan...

Correlation between methotrexate-induced intestinal damage and decrease in polyamine content.

Life Sci. 72(6) , 669-76, (2002)

A synthetic analog of prostaglandin E(1), OP-1206 [17S, 20-dimethyl-trans-Delta(2)-prostaglandin E(1)] protects the small intestine from the methotrexate (MTX)-induced damage. The purpose of this stud...

Synonyms

17S,20-Dimethyl-trans-delta2-PGE1

(E)-7-((1R,2R,3R)-3-Hydroxy-2-((E)-(3S,5S)-3-hydroxy-5-methyl-1-nonenyl)-5-oxocyclopentyl)-2-heptenoic acid

(2E)-7-{(1R,2R,3R)-3-Hydroxy-2-[(1E,3S,5S)-3-hydroxy-5-methylnon-1-en-1-yl]-5-oxocyclopentyl}hept-2-enoic acid (non-preferred name)

Limaprost

(2E)-7-{(1R,2R,3R)-3-Hydroxy-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonen-1-yl]-5-oxocyclopentyl}-2-heptenoic acid

9-Oxo-11a,15a-dihydroxy-17S,20-dimethylprosta-trans-2,trans-13-dienoic Acid

17S,20-Dimethyl-trans-2,3-didehydro-PGE1

(2E,11a,13E,15S,17S)-11,15-Dihydroxy-17,20-dimethyl-9-oxoprosta-2,13-dien-1-oic Acid

17S-Methyl-w-homo-trans-D2-PGE1

ONO 1206

OP 1206

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