ChemicalBook CAS DataBase List 74397-12-9

74397-12-9

Name	LIMAPROST
CAS	74397-12-9
Molecular Formula	C22H36O5
MDL Number	MFCD00868275
Molecular Weight	380.52
MOL File	74397-12-9.mol

Synonyms

op1206 D02722 ono1206 LIMAPROST n-1-oicacid ,13e,15s,17s)- 17A,20-DIMETHYL-D2-PGE1 17α,20-dimethyl-δ2-PGE1 17S,20-DiMethyl-trans-Δ2-PGE1 17S,20-Dimethyl-trans-D2-PGE1 17s,20-dimethyl-trans-2,3-didehydro-pge1 17ALPHA,20-DIMETHYL-DELTA2-PROSTAGLANDIN E1 11A,15S-DIHYDROXY-17S,20-DIMETHYL-9-OXO-PROSTA-2E,13E-DIEN-1-OIC ACID 11α,15s-dihydroxy-17s,20-dimethyl-9-oxo-prosta-2e,13e-dien-1-oic acid 11ALPHA, 15S-DIHYDROXY-17S,20-DIMETHYL-9-OXO-PROSTA-2E, 13E-DIEN-1-OIC ACID prost-2,13-dien-1-oicacid,11,15-dihydroxy-17,20-dimethyl-9-oxo-,(2e,11-alpha 9-oxo-11-alpha,15-alpha-dihydroxy-17s,20-dimethylprosta-trans-2,trans-13-die (2e,11-alpha,13e,15s,17s)-11,15-dihydroxy-17,20-dimethyl-9-oxoprost-2,13-die (2E,11α,13E,15S,17S)-11,15-Dihydroxy-17,20-dimethyl-9-oxoprosta-2,13-dien-1-oic acid (2E,11R,13E,15S,17S)-11α,15-Dihydroxy-17,20-dimethyl-9-oxoprosta-2,13-dien-1-oic acid Prosta-2,13-dien-1-oic acid, 11,15-dihydroxy-17,20-dimethyl-9-oxo-, (2E,11a,13E,15S,17S)- 17α,20-dimethyl-δ2-PGE1, 11α,15S-Dihydroxy-17S,20-dimethyl-9-oxo-prosta-2E,13E-dien-1-oic acid (2E)-7-[(1R)-2β-[(1E,3S,5S)-3-Hydroxy-5-methyl-1-nonenyl]-3α-hydroxy-5-oxocyclopentan-1α-yl]-2-heptenoic acid (2E)-7-[(1R,2R,3R)-3-Hydroxy-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonen-1-yl]-5-oxocyclopentyl]-2-heptenoic acid 2-Heptenoic acid, 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-5-oxocyclopentyl]-, (2E)-(9CI)

Chemical Properties

Melting point	97-100°
Boiling point	550.6±50.0 °C(Predicted)
density	1.118
storage temp.	−20°C
solubility	DMF: soluble
form	crystalline
pka	4.78±0.10(Predicted)
color	White to off-white
InChIKey	OJZYRQPMEIEQFC-UAWLTFRCSA-N
SMILES	C(O)(=O)/C=C/CCCC[C@H]1C(=O)C[C@@H](O)[C@@H]1/C=C/[C@@H](O)C[C@@H](C)CCCC

Safety Data

Hazard Codes	T
Risk Statements	25 less more
Safety Statements	36/37/39-45 less more
RIDADR	UN 2811 6.1/PG 2
WGK Germany	3
RTECS	UK8362500
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 2 Oral

Raw materials And Preparation Products

Hazard Information

Usage

Limaprost is an analog of Prostaglandin E1 with structural modifications intended to give it a prolonged half-life and greater potency. Limaprost is used as an antianginal.

Chemical Properties

White crystals, melting point 97-100℃.

Uses

Limaprost is an analog of Prostaglandin E1 with structural modifications intended to give it a prolonged half-life and greater potency. Limaprost is used as an antianginal.

Definition

ChEBI: Limaprost is a long-chain fatty acid.

Biochem/physiol Actions

Limaprost exhibits cytoprotective, vasodilatory, and antiplatelet activity. Limaprost has the potential to treat lumbar spinal canal stenosis (LSCS) and several ischaemic symptoms of thromboangiitis obliterans (TAO).

in vivo

Limaprost (OP1206) given orally at more than 100 μg/kg relieves Argipressin-induced ST depression of rat electrocardiogram (ECG)^[1].
Intra-coronary injection of Limaprost (OP1206; 1-100 ng/kg) in dogs results in a remarkable increase of coronary blood flow without any influence on heart rate, blood pressure, myocardial oxygen consumption and redox potential^[1].
Resistance in both large and small vessels of dog coronary artery is decreased by intravenous injection of Limaprost (OP1206; 1-3 mg/kg)^[1].
Platelet aggregation, adhesiveness, bleeding time, and thrombocytopenia induced by ADP and collagen infusion in guinea-pigs are inhibited by oral administration of Limaprost (OP1206) at the same doses or doses less than those relieving Argipressin-induced ST depression of ECG^[1].

Spectrum Detail

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