972-02-1 Usage
Description
Difenidol is a tertiary alcohol with the chemical name 4-(1,1-diphenylmethyl)piperidin-1-ol. It is characterized by the presence of two phenyl groups attached to the first carbon and a piperidin-1-yl group at the fourth carbon of the butan-1-ol backbone. This unique structure endows Difenidol with specific properties that make it suitable for various applications across different industries.
Uses
Used in Pharmaceutical Industry:
Difenidol is used as a pharmaceutical agent for its antihistamine properties. It is particularly effective in treating allergic conditions such as urticaria (hives) and allergic rhinitis (hay fever). Its ability to block histamine receptors helps alleviate symptoms associated with these conditions, providing relief to patients.
Used in Chemical Research:
In the field of chemical research, Difenidol serves as a valuable compound for studying the interactions between molecules and their effects on biological systems. Its unique structure allows researchers to investigate the influence of specific functional groups on the compound's activity and potential applications in drug development.
Used in Organic Synthesis:
Difenidol is also utilized in organic synthesis as a building block or intermediate for the production of other complex organic molecules. Its versatile structure makes it a useful component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Originator
Vontrol,SKF,US,1967
Manufacturing Process
2.6 grams magnesium, activated by means of iodine, is introduced into 20 cc
of absolute ether and is caused to react with 0.6 cc of ethyl omide. While
warming gently, 16.2 grams (0.1 mol) of N-[1-chloropropyl-(3)]-piperidine in
40 cc of absolute ether are added and, after adding a further 0.5 cc of ethyl
omide, 14.5 grams (0.08 mol) of benzophenone in 50 cc of anhydrous ether
are added in portions. The magnesium is used up fairly quickly and, after 10
hours, only traces are left. In working up, both with hydrochloric acid and with
ammonium chloride, the hydrochloride of diphenyl-3-piperidinopropyl carbinol
is precipitated as a dense precipitate. It is purified by recrystallization from
chloroform-ethyl acetate. MP 212-214°C.
Check Digit Verification of cas no
The CAS Registry Mumber 972-02-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,7 and 2 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 972-02:
(5*9)+(4*7)+(3*2)+(2*0)+(1*2)=81
81 % 10 = 1
So 972-02-1 is a valid CAS Registry Number.
InChI:InChI=1/C21H27NO/c23-21(19-11-4-1-5-12-19,20-13-6-2-7-14-20)15-10-18-22-16-8-3-9-17-22/h1-2,4-7,11-14,23H,3,8-10,15-18H2
972-02-1Relevant articles and documents
Regioselective hydroaminomethylation of 1,1-diaryl-allyl-alcohols: A new access to 4,4-diarylbutylamines
Schmidt, Andreas,Marchetti, Mauro,Eilbracht, Peter
, p. 11487 - 11492 (2007/10/03)
Pharmacologically active 4,4-diarylbutylamines like Fluspirilene and 4-amino-1,1-diarylbutan-1-ols like Difenidol were prepared in high yields via rhodium catalysed hydroaminomethylation of 1,1-diaryl-allylalcohols. Conversion of these olefins with carbon monoxide, hydrogen and secondary amines proceeds with complete regioselectivity. This group can easily be removed under acidic and hydrogenating conditions, enabling the transformation of 4-amino-1,1-diarylbutan-1-ols to 4,4-diarylbutylamines in high yields. Thus Fluspirilene was synthesised in 88% yield in four steps starting from commercially available materials. Graphical Abstract.