127898-38-8

Basic information

• Product Name: (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol
• Synonyms: (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol
• CAS NO: 127898-38-8
• Molecular Weight: 340.419
• Mol File: 127898-38-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol(127898-38-8)
• EPA Substance Registry System: (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol(127898-38-8)

Safety Data

• Hazardous Substances Data: 127898-38-8(Hazardous Substances Data)

Upstream product

• 31575-75-4 2-bromophenyl benzyl ether 
• 404575-34-4 7-oxabicyclo<2.2.1>heptane tetrahydrofuranol 

Downstream Products

• 127898-40-2 <1S-1α,2α,3α,4α>-<3-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>phenoxy>acetic acid, ethyl ester 
• 127898-41-3 [2-((1S,2R,3S,4R)-3-Formyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenoxy]-acetic acid ethyl ester 
• 127898-31-1 <1S-1α,2α,3α,4α>-<2-<<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>phenoxy>acetic acid 
• 127898-30-0 C₂₅H₂₉N₃O₅ 
• 127898-39-9 2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol 

Relevant articles and documents

Interphenylene 7-oxabicyclo[2.2.1]heptane thromboxane A2 antagonists. Semicarbazone ω-chains

A series of chiral interphenylene 7-oxabicyclo[2.2.1]heptane semicarbazones 19-26 were prepared and evaluated for their in vitro thromboxane (TxA2) antagonistic activity and in vivo duration of action. The potency of 19-26 was found to be highly dependent on the substitution pattern of the interphenylene ring and decreased in the order ortho > meta >> para. SQ 35,091 (25), [1S-(1α,2α,3α,4α)]-2-[[3-[[[(phenylamino)carbonyl]hydrazono] methyl]-7-oxabicyclo[2.2.1]hept-2-yl]methyl]benzenepropanoic acid, was identified as a potent and long-acting TxA2 antagonist. In human platelet rich plasma SQ 35,091 inhibited arachidonic acid (800 μM) and U-46,619 (10 μM) induced aggregation with I50 values of 3 and 12 nM, respectively. In contrast, no inhibition of ADP (20 μM) induced aggregation was observed at >1000 μM. Receptor binding studies with [3H]-SQ 29,548 showed SQ 35,091 was a competitive antagonist with a K(d) value of 1.0 ± 0.1 nM in human platelet membranes. In vivo SQ 35,091 (0.2 mg/kg po) showed extended protection (T50 = 16 h) from U-46,619 (2 mg/kg iv) induced death in mice. These compounds have for the first time demonstrated that a metabolically stable interphenylene α-sidechain can be introduced into a prostanoid-like series of TxA2 antagonists with the maintenance of potent antagonistic activity.