104777-03-9 Usage
Originator
Asobamast,Onbio Inc.
Manufacturing Process
1). 179 mmol of bromine in 20 ml of chloroform were added dropwise in 10
minutes to a solution of 172 mmol of 3-methyl-5-acetylisoxazole, (Gass.
Chim. Ital. 72, 242, 194) containing 4.9 ml of glacial acetic acid while the
reaction mixture was maintained under stirring at 48°-50°C. After 5 minutes
the mixture was poured into 300 g of water and crushed ice. The organic
layer was separated, washed with water, dried and evaporated to residual 3-
methyl-5-bromoacetylisoxazole. Yield 87%, white crystalline compound, MP:
44°-46°C (isopropyl ether).
2). A mixture of 50 mmol of 3-methyl-5-bromoacetylisoxazole and 100 mmol
of thiourea in 164 ml of ethyl alcohol was refluxed for 90 minutes and then
cooled for 1 hour with an ice bath. The precipitate was collected by filtration
and added to a mixture of 25 ml of a 10% aqueous solution of sodium
hydroxide and 100 ml of ethyl acetate under vigorous stirring. The organic
layer was separated, washed, dried and evaporated to dryness after
recrystallization from acetonitrile the 2-amino-4-(3-methyl-5-
isoxazolyl)thiazole melts at 208°-210°C. Yield, 57%.
3). To a mixture of 20.5 mmol of 2-amino-4-(3-methyl-5-isoxazolyl)thiazole in
37.4 ml of pyridine maintained under stirring at 5°C were added dropwise
23.6 mmol of 2-ethoxyethyloxalyl chloride. The reaction mixture was
maintained under stirring overnight, then poured into 100 g of crushed ice,
made acid with concentrate hydrochloric acid and extracted with chloroform.
The chloroform extracts were washed with water, dried and evaporated to
dryness. The residual 2-ethoxyethyl-4-(3-methyl-5-isoxazolyl)thiazole-2-
oxamate was re-crystallized from 65 ml of acetonitrile. Yield, 91%, MP: 155°-
156°C.
Therapeutic Function
Antiallergic, Anti-asthmatic
Check Digit Verification of cas no
The CAS Registry Mumber 104777-03-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,4,7,7 and 7 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 104777-03:
(8*1)+(7*0)+(6*4)+(5*7)+(4*7)+(3*7)+(2*0)+(1*3)=119
119 % 10 = 9
So 104777-03-9 is a valid CAS Registry Number.
InChI:InChI=1/C13H15N3O5S/c1-3-19-4-5-20-12(18)11(17)15-13-14-9(7-22-13)10-6-8(2)16-21-10/h6-7H,3-5H2,1-2H3,(H,14,15,17)
104777-03-9Relevant articles and documents
N-(4-isoxazolylthiazol-2-yl)oxamic acid derivatives as potent orally active antianaphylactic agents
Chiarino,Grancini,Frigeni,Biasini,Carenzi
, p. 600 - 605 (2007/10/02)
A series of N-(4-isoxazolylthiazol-2-yl)oxamic acid derivatives was synthesized and tested on the passive cutaneous anaphylaxis (PCA) model in rats to verify its potential antianaphylactic activity. These compounds were prepared by reaction of an appropri
