37742-98-6

Basic information

• Product Name: 4-Bromo-2,2-diphenylbutyric acid
• Synonyms: RARECHEM AL BO 0074;4-BROMO-2,2-DIPHENYLBUTYRIC ACID;alpha-(2-bromoethyl)-alpha-phenylbenzeneacetic acid;2,2-Diphenyl-4-Bromobutyricacid;4-Bromo-2,2-diphenylbutanoic Aci;a-(2-Bromoethyl)-a-phenyl-benzeneacetic Acid;4-Bromo-2,2-diphenylbutyric;α-(2-Bromoethyl)-Phenylbenzeneacetic acid
• CAS NO: 37742-98-6
• Molecular Formula: C₁₆H₁₅BrO₂
• Molecular Weight: 319.19
• EINECS: 253-648-3
• Product Categories: Aromatics Compounds;Aromatics;C13 to C42+;Carbonyl Compounds;Carboxylic Acids
• Mol File: 37742-98-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 131 °C (dec.)(lit.)
• Boiling Point: 365.8 °C at 760 mmHg
• Flash Point: 175 °C
• Appearance: Beige solid
• Density: 1.406 g/cm³
• Vapor Pressure: 5.41E-06mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Methanol
• PKA: 4.28±0.10(Predicted)
• CAS DataBase Reference: 4-Bromo-2,2-diphenylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2,2-diphenylbutyric acid(37742-98-6)
• EPA Substance Registry System: 4-Bromo-2,2-diphenylbutyric acid(37742-98-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 37742-98-6(Hazardous Substances Data)

Usage

Chemical Properties

Beige Solid

InChI:InChI=1/C16H15BrO2/c17-12-11-16(15(18)19,13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,18,19)

Upstream product

• 956-89-8 3,3-Diphenyl-dihydro-furan-2-one 

Downstream Products

• 37743-18-3 N-(dihydro-3,3-diphenyl-2(3H)-furanylidene)-N-methylmethanaminium bromide 
• 37743-06-9 N-(tetrahydro-3,3-diphenyl-2-furylidene)methylamine hydrobromide 
• 37743-08-1 4-chloro-N-methyl-2,2-diphenylbutanamid 
• 66164-07-6 Desmethylloperamide 
• 1055726-77-6 [(S)-1-(3-diethylcarbamoyl-3,3-diphenyl-propyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester 
• 1055726-79-8 4-((S)-3-amino-pyrrolidin-1-yl)-N,N-diethyl-2,2-diphenyl-butyramide 
• 1309367-22-3 4-methylpiperazine-1-carbodithioic acid 3,3-diphenyl-3-ethoxycarbonylpropyl ester 
• 1309367-21-2 4-bromo-2,2-diphenylbutyric acid ethyl ester 
• 336882-83-8 methyl 4-bromo-2,2-diphenylbutanoate 
• 794591-42-7 4-[4-(4-chloro-3-trifluoromethyl-phenyl)-4-hydroxy-piperidin-1-yl]-2,2-diphenyl-butyric acid methyl ester 
• 794591-41-6 4-[4-hydroxy-4-(3-trifluoromethyl-phenyl)-piperidin-1-yl]-2,2-diphenyl-butyric acid methyl ester 
• 786595-16-2 methyl 4-(4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl)-2,2-diphenylbutanoate 
• 53179-11-6 loperamide 
• 53179-10-5 4-[4-chloro-3-(trifluoromethyl)phenyl]-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamide 

Relevant articles and documents

A high-yield route to synthesize the P-glycoprotein radioligand [ 11C]N-desmethyl-loperamide and its parent radioligand [ 11C]loperamide

N-Desmethyl-loperamide and loperamide were synthesized from α,α-diphenyl-γ-butyrolactone and 4-(4-chlorophenyl)-4- hydroxypiperidine in five and four steps with 8% and 16% overall yield, respectively. The amide precursor was synthesized from 4-bromo-2,2- diphenylbutyronitrile and 4-(4-chlorophenyl)-4-hydroxypiperidine in 2 steps with 21-57% overall yield. [11C]N-Desmethyl-loperamide and [ 11C]loperamide were prepared from their corresponding amide precursor and N-desmethyl-loperamide with [11C]CH3OTf through N-[11C]methylation and isolated by HPLC combined with solid-phase extraction (SPE) in 20-30% and 10-15% radiochemical yields, respectively, based on [11C]CO2 and decay corrected to end of bombardment (EOB), with 370-740 GBq/μmol specific activity at EOB.

PERIPHERALLY ACTIVE ANTI-HYPERALGESIC OPIATES

Compositions and methods using the compositions for treatment of peripheral hyperalgesia are provided. The compositions contain an anti-hyperalgesia effective amount of one or more compounds that directly or indirectly interact with peripheral opiate receptors, but that do not, upon topical or local administration, elicit substantial central nervous system effects. The anti-diarrheal compound 4-(p-chlorophenyl)-4-hydroxy-N-N-dimethyl-α,α-diphenyl-1-piperidinebutyramide hydrochloride is preferred for use in the compositions and methods.