Tiropramide

Tiropramide  Structure
CAS No.
55837-29-1
Chemical Name:
Tiropramide
Synonyms
CR 605;Tiropramide;Benzenepropanamide, α-(benzoylamino)-4-[2-(diethylamino)ethoxy]-N,N-dipropyl-;N-[1-[4-(2-diethylaminoethyloxy)benzyl]-2-(dipropylamino)-2-keto-ethyl]benzamide;N-[3-[4-(2-diethylaminoethyloxy)phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide;N-[3-[4-(2-diethylaminoethyloxy)phenyl]-1-(dipropylamino)-1-oxo-propan-2-yl]benzamide;alpha-(Benzoylamino)-4-[2-(diethylamino)ethoxy]-N,N-dipropylbenzenepropanamide(±)-Tiropramide
CBNumber:
CB1947180
Molecular Formula:
C28H41N3O3
Molecular Weight:
467.65
MOL File:
55837-29-1.mol
Modify Date:
2023/5/4 17:34:40

Tiropramide Properties

Melting point 65-67°
Boiling point 570.1°C (rough estimate)
Density 1.0974 (rough estimate)
refractive index 1.7800 (estimate)
pka 13.53±0.46(Predicted)

SAFETY

Risk and Safety Statements

Toxicity LD50 in rats: 33.9 mg/kg i.v. (Makovec)

Tiropramide Chemical Properties,Uses,Production

Originator

Maiorad,Rotta,Italy,1982

Manufacturing Process

36.8 g (0.1 mol) of N-benzoyl-DL-tyrosil-di-n-propylamide are suspended in 350 cc of toluene; there are then added, under agitation, 5.4 g (0.1 mol) of sodium methylate and 50 cc (0.1 mol) of a titrated toluenic solution of 2-diethylamino-ethyl-chloride. The temperature is taken up to 105°C and the solution is left at this temperature, in agitation, for 12 hours. The toluenic solution is extracted with HCl 2 N; the aqueous acid phase is alkalized, cold, with sodium carbonate, and then reextracted with successive portions of ethyl acetate.
The reunited organic phases are anhydrified upon anhydrous Na2SO4,filtered and dried off. The oily residue which is obtained crumbles after a few hours of rest. Amount obtained 39.2 g. Yield 84%. Melting point 65°C to 67°C (crystallizes with petroleum ether).
The free base can be salified so as to render it hydrosoluble. For this purpose, for example, it is dissolved in acetone and precipitated as an oxalate by the addition of a solution of oxalic acid in ethanol. Recrystallizes with ethanol. Melting point (oxalate): 159°C to 162°C. Alternatively it can be dissolved in acetone and precipitated with an acetone solution of HCl. Recrystallizes with acetone-ethanol. Melting point (chlorhydrated): 181°C to 183°C.

Therapeutic Function

Smooth muscle relaxant

Tiropramide Preparation Products And Raw materials

Tiropramide Suppliers

Global( 15)Suppliers
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CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Hangzhou Yaoruiyicheng Biological Medicine Co., Ltd 18072846723 China 18924 58 Inquiry
Changzhou Qihua Chemical Co., Ltd 0519-3310780 13775189918 China 900 34 Inquiry
TargetMol Chemicals Inc. 4008200310 China 24017 58 Inquiry
Yick-Vic Chemicals & Pharmaceuticals (HK) Ltd (852)2541 2772 China 6214 58 Inquiry
Lanospharma Laboratories Co.,Ltd 13440048448 China 6343 56 Inquiry
Eurolabs Limited 44 1625 850089 United Kingdom 6323 46 Inquiry
RIA International LLC +1 (973) 581-1282 United States 1326 50 Inquiry
CacheSyn Inc. +1 (416) 996-8186 United States 696 50 Inquiry
N-[3-[4-(2-diethylaminoethyloxy)phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide alpha-(Benzoylamino)-4-[2-(diethylamino)ethoxy]-N,N-dipropylbenzenepropanamide(±)-Tiropramide CR 605 Tiropramide N-[1-[4-(2-diethylaminoethyloxy)benzyl]-2-(dipropylamino)-2-keto-ethyl]benzamide N-[3-[4-(2-diethylaminoethyloxy)phenyl]-1-(dipropylamino)-1-oxo-propan-2-yl]benzamide Benzenepropanamide, α-(benzoylamino)-4-[2-(diethylamino)ethoxy]-N,N-dipropyl- 55837-29-1 API