6,9ALPHA-METHYLENE-9BETA-METHYL-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, CALCIUM SALT CAS#: 81703-55-1

6,9ALPHA-METHYLENE-9BETA-METHYL-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, CALCIUM SALT Basic information

Product Name:

6,9ALPHA-METHYLENE-9BETA-METHYL-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, CALCIUM SALT

Synonyms:

CIPROSTENE CALCIUM
CIPROSTENE CALCIUM SALT
6,9ALPHA-METHYLENE-9BETA-METHYL-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, CALCIUM SALT
U-61431F
5-(hexahydro-5-hydroxy-6-(3-hydroxy-1-octenyl)-3a-methyl-2(1h)-pentanoicaci
9-beta-methylcarbacyclin
pentalenylidene)-,calciumsalt(2:1),(3as-(2z,3a-alpha,5-beta,6-alpha(1e,3r*
WKRNCYQUQFBOCZ-FCIOBEBZSA-M

CAS:

81703-55-1

MF:

C22H38CaO4

MW:

406.62

Mol File:

81703-55-1.mol

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6,9ALPHA-METHYLENE-9BETA-METHYL-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, CALCIUM SALT Chemical Properties

storage temp.: Store at -20°C
solubility: DMF: > 25 mg/ml; DMSO: > 16.8 mg/ml; ethanol: > 34 mg/ml; PBS pH 7.2: > 0.29 μg/ml
form: A crystalline solid

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6,9ALPHA-METHYLENE-9BETA-METHYL-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, CALCIUM SALT Usage And Synthesis

Description

Ciprostene is the 9β-methyl analog of carbaprostacyclin and a stable analog of PGI₂. Ciprostene exhibits biological activity similar to PGI₂, but is 30-fold less potent. In patas monkeys, ciprostene induces hypotension and causes tachycardia when administered at a dose of 0.16 μg/kg/min. In addition, ciprostene inhibits ADP-induced platelet aggregation ex vivo and in vitro with ID₅₀ values of 9.1 μg/kg/min and 60 ng/ml, respectively.

Uses

Platelet aggregation inhibitor.

References

[1] G. ALLAN. The cardiovascular and platelet actions of 9β-methyl carbacyclin (ciprostene), a chemically stable analogue of prostacyclin, in the dog and monkey[J]. British Journal of Pharmacology, 1985, 85 2: 547-555. DOI: 10.1111/j.1476-5381.1985.tb08892.x
[2] PAUL A. ARISTOFF Allen W H Paul D Johnson. Synthesis of 9-substituted carbacyclin analogs[J]. The Journal of Organic Chemistry, 1983, 48 26: 5341-5348. DOI: 10.1021/jo00174a035

6,9ALPHA-METHYLENE-9BETA-METHYL-11ALPHA,15S-DIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID, CALCIUM SALTSupplier

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