122976-72-1

Basic information

• Product Name: (3aR,4R,5S,6aS)-5-Hydroxy-4-(1-hydroxy-cyclohexylethynyl)-hexahydro-pentalen-2-one
• CAS NO: 122976-72-1
• Molecular Weight: 262.349
• Mol File: 122976-72-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3aR,4R,5S,6aS)-5-Hydroxy-4-(1-hydroxy-cyclohexylethynyl)-hexahydro-pentalen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3aR,4R,5S,6aS)-5-Hydroxy-4-(1-hydroxy-cyclohexylethynyl)-hexahydro-pentalen-2-one(122976-72-1)
• EPA Substance Registry System: (3aR,4R,5S,6aS)-5-Hydroxy-4-(1-hydroxy-cyclohexylethynyl)-hexahydro-pentalen-2-one(122976-72-1)

Safety Data

• Hazardous Substances Data: 122976-72-1(Hazardous Substances Data)

Upstream product

• 62785-90-4 1-ethynyl-1-(trimethylsiloxy)cyclohexane 
• 77532-51-5 ethylene ketal of 2,3-epoxy-bicyclo<3.3.0>octane-7-one 

Downstream Products

• 122976-73-2 (+/-)-13,14-didehydro-15,16,17,18,19,20-hexanor-14-(1-hydroxycyclohexyl)carbacyclin 
• 122976-73-2 5Z-9a-carba-14(1-hydroxycyclohexyl)-13,14-dehydro prostaglandin I₂ 

Relevant articles and documents

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.