83200-10-6 Usage
Originator
Anipamil,Onbio Inc.
Manufacturing Process
1,7-Bis-(3-ethoxyphenyl)-3-methylaza-7-cyano-nonadecane:
0.06 mole of 1-cyano-1-(3-methoxyphenyl)tridecane (prepared by phase
transfer-catalyzed alkylation of 3-methoxyphenylacetonitrile with 1-
bromododecane) and 0.06 mole of 1-chloro-4-methylaza-6-(3-
methoxyphenyl)hexane [prepared from N-methyl-β-(3-
methoxyphenyl)ethylamine and 1-bromo-3-chloropropane by a method similar
to that described in Arzneim.-Forsch. 28 (II) (1978), 2048] were dissolved in
100 ml of dry toluene in a three-necked flask provided with a stirrer, dropping
funnel, reflux condenser and thermometer. 9.3 g (0.07 mole) of a 30%
strength suspension of sodium amide in toluene were then added dropwise at
from 100° to 110°C, with stirring, and stirring was continued under reflux for
a further 90 minutes.
The resulting reaction solution was poured into 200 ml of ice water, and the
toluene phase was separated off and washed twice with water. The required
amount of hydrochloric acid was added to the toluene solution, the toluene
was distilled off under reduced pressure and the residue, which remained was
recrystallized from acetone to give 1,7-bis-(2-methoxyphenyl)-3-methylaza-7-
cyanononadecane hydrochloride or α-dodecyl-3-methoxy-α-[3-[[2-(3-
methoxyphenyl)ethyl]methylamino]propyl]benzene-acetonitrile (anipamil);
MP: 60°-69.5°C.
Therapeutic Function
Coronary vasodilator, Antihypertensive
Check Digit Verification of cas no
The CAS Registry Mumber 83200-10-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,2,0 and 0 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 83200-10:
(7*8)+(6*3)+(5*2)+(4*0)+(3*0)+(2*1)+(1*0)=86
86 % 10 = 6
So 83200-10-6 is a valid CAS Registry Number.
InChI:InChI=1/C34H52N2O2/c1-5-6-7-8-9-10-11-12-13-14-23-34(29-35,31-19-16-21-33(28-31)38-4)24-17-25-36(2)26-22-30-18-15-20-32(27-30)37-3/h15-16,18-21,27-28H,5-14,17,22-26H2,1-4H3
83200-10-6Relevant articles and documents
Catalytic Formal Conjugate Addition: Direct Synthesis of δ-Hydroxynitriles from Nitriles and Allylic Alcohols
Thiyagarajan, Subramanian,Sankar, Raman Vijaya,Anjalikrishna, Puthannur K.,Suresh, Cherumuttathu H.,Gunanathan, Chidambaram
, p. 2191 - 2204 (2022/02/14)
Alcohols and nitrile functionalities have widespread applications in biochemical and chemical synthesis. Catalytic transformations involving C-C bond formation relying on unsaturated coupling partners create important pathways for processes in synthetic, material, and medicinal chemistry. The discovery of a simple and selective coupling of nitriles with allylic alcohols catalyzed by a ruthenium pincer complex is described, which tolerates reactive functional groups such as carbamate, sulfonate, olefin, cyano, and trifluoromethyl-substituted benzyl nitriles. Homo allylic alcohols also provided 1,4-addition products following the isomerization of double bonds. Mechanistic studies supported that the allylic alcohols initially undergo selective oxidation by the catalyst to α,β-unsaturated carbonyl compounds followed by 1,4-conjugate addition of benzyl nitriles catalyzed by a base and subsequent catalytic reduction of carbonyl functionality, leading to the formation of δ-hydroxynitrile products. The catalytic cycle of this tandem process is established by density functional theory studies. Remarkably, anipamil drug is successfully synthesized using this catalytic protocol. The utility of the δ-hydroxynitrile products in the synthesis of biologically active molecules and their further functionalization are also demonstrated.
