118-23-0 Usage
Originator
Bromazine,Shanghai Lansheng
Corporation
Uses
Antihistaminic.
Definition
ChEBI: A tertiary amino compound that is the 4-bromobenzhydryl ether of 2-(dimethylamino)ethanol. An antihistamine with antimicrobial properties, it is used in the control of cutaneous allergies.
Manufacturing Process
28.1 parts of p-bromobenzhydrylbromide are heated to boiling, under reflux
and with stirring, with 50 parts of ethylene chlorohydrin and 5.3 parts of
calcined sodium carbonate. The reaction product is extracted with ether and
the etheral solution washed with water and dilute hydrochloric acid. The
residue from the solution in ether [p-bromobenzhydryl(β-chloroethyl)ether].
28.1 parts of this ether are heated with 12 parts of dimethylethylamine in a
sealed tube for 4 hours at 110°C. The product of the reaction is extracted
several time with dilute hydrochloric acid. The acid solution made alkaline, in
the cold, with concentrated caustic soda solution, and the base which
separates taken up in ether. The ether extract is washed with concentrated
potassium carbonate solution, evaporated down, and the residue distilled in
vacuo. Boiling point of p-bromo-α-phenylbenzyloxy)-N,N-dimethylethylamine
151-154°C under 0.3 mm.
p-Bromo-α-phenylbenzyloxy)-N,N-dimethylethylamine may be used as a
hydrochloride.
Brand name
Ambodryl.
Therapeutic Function
Antihistaminic
Check Digit Verification of cas no
The CAS Registry Mumber 118-23-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 8 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 118-23:
(5*1)+(4*1)+(3*8)+(2*2)+(1*3)=40
40 % 10 = 0
So 118-23-0 is a valid CAS Registry Number.
InChI:InChI=1S/C17H20BrNO/c1-19(2)12-13-20-17(14-6-4-3-5-7-14)15-8-10-16(18)11-9-15/h3-11,17H,12-13H2,1-2H3
118-23-0Relevant articles and documents
Palladium-Catalyzed Synthesis of α-Carbonyl-α′-(hetero)aryl Sulfoxonium Ylides: Scope and Insight into the Mechanism
Janot, Christopher,Chagnoleau, Jean-Baptiste,Halcovitch, Nathan R.,Muir, James,A?ssa, Christophe
, p. 1126 - 1137 (2019/12/30)
Despite recent advances, a general method for the synthesis of α-carbonyl-α′-(hetero)aryl sulfoxonium ylides is needed to benefit more greatly from the potential safety advantages offered by these compounds over the parent diazo compounds. Herein, we report the palladium-catalyzed cross-coupling of aryl bromides and triflates with α-carbonyl sulfoxonium ylides. We also report the use of this method for the modification of an active pharmaceutical ingredient and for the synthesis of a key precursor of antagonists of the neurokinin-1 receptor. In addition, the mechanism of the reaction was inferred from several observations. Thus, the oxidative addition complex [(XPhos)PhPdBr] and its dimer were observed by 31P{1H} NMR, and these complexes were shown to be catalytically and kinetically competent. Moreover, a complex resulting from the transmetalation of [(XPhos)ArPdBr] (Ar = p-CF3-C6H4) with a model sulfoxonium ylide was observed by mass spectrometry. Finally, the partial rate law suggests that the transmetalation and the subsequent deprotonation are rate-determining in the catalytic cycle.