143747-65-3

Basic information

• Product Name: 3,4-dichloro-α-(3,4-dichlorophenyl)benzenemethanol
• Synonyms: 3,4-dichloro-α-(3,4-dichlorophenyl)benzenemethanol
• CAS NO: 143747-65-3
• Molecular Weight: 322.018
• Mol File: 143747-65-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,4-dichloro-α-(3,4-dichlorophenyl)benzenemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dichloro-α-(3,4-dichlorophenyl)benzenemethanol(143747-65-3)
• EPA Substance Registry System: 3,4-dichloro-α-(3,4-dichlorophenyl)benzenemethanol(143747-65-3)

Safety Data

• Hazardous Substances Data: 143747-65-3(Hazardous Substances Data)

Upstream product

• 18282-59-2 4-bromo-1,2-dichlorobenzene 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 110283-76-6 3-piperidinecarboxylic acid, 1-[2-[bis(3,4-dichlorophenyl)methoxy]ethyl]- 
• 128173-78-4 1-{2-[Bis-(3,4-dichloro-phenyl)-methoxy]-ethyl}-piperidine-3-carboxylic acid ethyl ester 
• 888073-64-1 (1S,2R,3R,5R,6S)-2-Azido-3-[bis-(3,4-dichloro-phenyl)-methoxy]-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester 
• 888073-66-3 (1S,2R,3R,5R,6S)-2-Amino-3-[bis-(3,4-dichloro-phenyl)-methoxy]-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 2-benzyl ester 6-ethyl ester 

Relevant articles and documents

Enantioselective organocatalytic iodination-initiated Wagner-Meerwein rearrangement

The present manuscript describes a high-yielding enantioselective semipinacol transposition, initiated by an electrophilic iodination event. The title transformation makes use of the anionic phase-transfer catalysis (PTC) paradigm for chirality induction. Thus, when combined appropriately, the insoluble cationic iodinating reagent S9 and the lipophilic phosphoric acid L9 act as an efficient source of chiral iodine that performs the semipinacol transposition of strained allylic alcohols A x to β-iodo spiroketones Bx in good yields and with high levels of diastereo- and enantio-induction. The product β-iodo spiroketones could be derivatized stereospecifically and without stereoerosion, giving rise to products inaccessible directly from a semipinacol rearrangement.

Structure-Activity Studies on Benzhydrol-Containing Nipecotic Acid and Guvacine Derivatives as Potent, Orally-Active Inhibitors of GABA Uptake

The introduction of lipophilic groups onto the ring nitrogen of nipecotic acid and guvacine, two known GABA uptake inhibitors, afforded potent, orally-active anticonvulsant drugs.A series of compounds is reported which explores the structure-activity relationships (SAR) in this series.Among the areas explored: side-chain SAR (aromatic-, heterocyclic-, and tricyclic-containing side chains) and modifications to the tetrahydropyridine ring.The benzhydrol ether-containing side chains afforded the most potent compounds with several exhibiting in vitro IC50 values for GABA uptake of 1 μM (including 5, Table I; 37, 43, Table IV; and 44, Table V).Compound 44 was selected for extensive evaluation and subsequently progressed to Phase 1 clinical trials with severe adverse effects seen after single dose administration to humans.