Ciprostene calcium

Base Information

• Chemical Name: Ciprostene calcium
• CAS No.: 81703-55-1
• Molecular Formula: 2C₂₂H₃₅O₄*Ca
• Molecular Weight: 767.113
• UNII: A85Y5Y98EJ
• Wikidata: Q27273758
• NCI Thesaurus Code: C171867
• ChEMBL ID: CHEMBL2106497
• Mol file: 81703-55-1.mol

Synonyms:CIPROSTENE CALCIUM;81703-55-1;Ciprostene calcium [USAN];UNII-A85Y5Y98EJ;U-61,431F;9-beta-Methylcarbacyclin;A85Y5Y98EJ;U-61431F;Ciprostene calcium (USAN);U 61431F;C44H70O8.Ca;C44-H70-O8.Ca;calcium;(5Z)-5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(E,3S)-3-hydroxyoct-1-enyl]-6a-methyl-1,3,3a,4,5,6-hexahydropentalen-2-ylidene]pentanoate;Calcium (Z)-(3aS,5R,6R,6aR)-hexahydro-5-hydroxy-6-((E)-(3S)-3-hydroxy-1-octenyl)-3a-methyl-delta(sup 2)(1H),delta-pentalenevalerate (1:2);Ciprostene (calcium salt);SCHEMBL667640;CHEMBL2106497;CIPROSTENE CALCIUM [MART.];Pentanoic acid, 5-(hexahydro-5-hydroxy-6-(3-hydroxy-1-octenyl)-3a-methyl-2(1H)-pentalenylidene)-, calcium salt (2:1), (3aS-(2Z,3aalpha,5beta,6alpha(1E,3R*),6aalpha))-;Pentanoic acid, 5-(hexahydro-5-hydroxy-6-(3-hydroxy-1-octenyl)-3a-methyl-2(1H)-pentalenylidene, calcium salt (2:1),(3aS-(2Z,3aalpha,5beta,6alpha(1E,3R*),6aalpha))-;D03522;Q27273758;CALCIUM (Z)-(3AS,5R,6R,6AR)-HEXAHYDRO-5-HYDROXY-6-((E)-(3S)-3-HYDROXY-1-OCTENYL)-3A-METHYL-.DELTA.(SUP 2)(1H),.DELTA.-PENTALENEVALERATE (1:2);Calcium (Z)-5-((3aS,5R,6R,6aR)-5-hydroxy-6-((S,E)-3-hydroxyoct-1-en-1-yl)-3a-methylhexahydropentalen-2(1H)-ylidene)pentanoate;Calcium(Z)-5-((3aS,5R,6R,6aR)-5-hydroxy-6-((S,E)-3-hydroxyoct-1-en-1-yl)-3a-methylhexahydropentalen-2(1H)-ylidene)pentanoate

Chemical Property of Ciprostene calcium

Chemical Property:

• Vapor Pressure: 9.95E-13mmHg at 25°C
• Boiling Point: 514.3 °C at 760 mmHg
• Flash Point: 278.9 °C
• PSA: 133.52000
• LogP: 8.77020
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 18
• Exact Mass: 766.4696600
• Heavy Atom Count: 53
• Complexity: 519

Purity/Quality:

99% ^*data from raw suppliers

Ciprostene (calcium salt) ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C=CC1C2CC(=CCCCC(=O)[O-])CC2(CC1O)C)O.CCCCCC(C=CC1C2CC(=CCCCC(=O)[O-])CC2(CC1O)C)O.[Ca+2]
• Isomeric SMILES: CCCCC[C@H](O)/C=C/[C@H]1[C@@H](C[C@]2([C@@H]1C/C(=C/CCCC(=O)[O-])/C2)C)O.CCCCC[C@H](O)/C=C/[C@H]1[C@@H](C[C@]2([C@@H]1C/C(=C/CCCC(=O)[O-])/C2)C)O.[Ca+2]
• 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.

Technology Process of Ciprostene calcium

There total 1 articles about Ciprostene calcium which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

ciprostene (81845-44-5) → (5Z)-9β-Methyl-6a-carbaprostaglandin I2, calcium salt (81703-55-1)

Guidance literature:

With calcium oxide; In tetrahydrofuran; water; at 50 ℃; for 0.333333h;

DOI:10.1021/jo00174a035

upstream raw materials:

ciprostene