145375-81-1

Basic information

• Product Name: 13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN
• Synonyms: 6,9ALPHA-METHYLENE-11ALPHA-HYDROXY-15,16,17,18,19,20-HEXANOR-14-(1-HYDROXYCYCLOHEXYL)-PROST-5E-EN-13-YN-1-OIC ACID;13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN
• CAS NO: 145375-81-1
• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.46
• Mol File: 145375-81-1.mol

Chemical Properties

• Boiling Point: 559.9±50.0 °C(Predicted)
• Appearance: /
• Density: 1.21±0.1 g/cm3(Predicted)
• PKA: 4.77±0.10(Predicted)
• CAS DataBase Reference: 13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN(CAS DataBase Reference)
• NIST Chemistry Reference: 13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN(145375-81-1)
• EPA Substance Registry System: 13,14-DEHYDRO-15-CYCLOHEXYL CARBAPROSTACYCLIN(145375-81-1)

Safety Data

• Hazardous Substances Data: 145375-81-1(Hazardous Substances Data)

Usage

Chemical classification

Prostacyclin analogue, a group of chemicals known for their vasodilatory and anti-aggregatory effects.

Origin

Synthetic derivative of prostacyclin, a naturally occurring substance in the body.

Function

Regulates blood flow and blood clotting.

Potential therapeutic applications

Treatment of cardiovascular and pulmonary conditions, such as pulmonary arterial hypertension and Raynaud's phenomenon.

Structural components

Contains a cyclohexyl group and a dehydro group.

Unique properties

The cyclohexyl and dehydro groups contribute to its pharmacological properties and potential therapeutic benefits.

Current status

Ongoing research, focusing on efficacy and safety in the management of various cardiovascular and pulmonary disorders.

Upstream product

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Relevant articles and documents

Synthesis of a novel, optically active 15-nonstereogenic carbaprostacyclin

Novel, optically active carbacyclin analogues (+)-1 and (-)-1 with an achiral ω-chain were synthesized from homochiral bromohydrins 3a and 4a, respectively.

Synthesis and anti-aggregative activity of novel ω-achiral carba-analogues of prostacyclin

Novel stable bicyclo[3.3.0]octanic and bicyclo[4.2.0]octanic 13,14-didehydrocarbacyclins 1a-c, 2a bearing an achiral cyclohexanoic group at C-14 were synthesized. These analogues have been characterized by 13C NMR spectroscopy. Compounds 1a-c and 2a were tested on rabbit and human platelet-rich blood plasma and 1a-c on rat stomach and guinea pig trachea smooth muscles. E-isomers of 1a-b were found to be less active but more selective than PGE1. The anti-aggregative potency of E-isomer of compounds 1a-b and Z-isomer of 2a on human platelets was 10-1-10-2 of the activity of PGE1. The contractive activity of bicyclo[3.3.0]octane analogues 1a-c was 10-3-10-4 of that for PGE1. On platelets and guinea-pig trachea 5E-isomers of the corresponding analogues were more potent, whereas on rat stomach muscle 5Z-isomers were.