150215-07-9

Basic information

• Product Name: 1,2,4-Thiadiazole-3-acetic acid, 5-[(ethoxycarbonyl)amino]-, methyl ester
• Synonyms: 1,2,4-Thiadiazole-3-acetic acid, 5-[(ethoxycarbonyl)amino]-, methyl ester;Methyl 5-[(ethoxycarbonyl)amino]-1,2,4-thiadiazole-3-acetate;Methyl 2-(5-EthoxycarbonylonylaMinp-1,2,4-thiadiayol-3-yl) acetate;Methyl 2-(5-((ethoxycarbonyl)amino)-1,2,4-thiadiazol-3-yl)acetate
• CAS NO: 150215-07-9
• Molecular Formula: C8H11N3O4S
• Molecular Weight: 245.26
• Product Categories: API intermediates
• Mol File: 150215-07-9.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.408
• Refractive Index: 1.574
• PKA: 10.92±0.70(Predicted)
• CAS DataBase Reference: 1,2,4-Thiadiazole-3-acetic acid, 5-[(ethoxycarbonyl)amino]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Thiadiazole-3-acetic acid, 5-[(ethoxycarbonyl)amino]-, methyl ester(150215-07-9)
• EPA Substance Registry System: 1,2,4-Thiadiazole-3-acetic acid, 5-[(ethoxycarbonyl)amino]-, methyl ester(150215-07-9)

Safety Data

• Hazardous Substances Data: 150215-07-9(Hazardous Substances Data)

Usage

Uses

As the exact properties and potential uses of 1,2,4-Thiadiazole-3-acetic acid, 5-[(ethoxycarbonyl)amino]-, methyl ester are not widely reported, it is difficult to list specific applications without further research or study. However, given its chemical structure, it may have potential applications in various industries, such as pharmaceuticals, materials science, or agrochemicals, once its properties and effects are better understood. Further research and development would be necessary to determine its suitability for specific applications and to develop appropriate drug delivery systems or other uses.

InChI:InChI=1/C8H11N3O4S/c1-3-15-8(13)10-7-9-5(11-16-7)4-6(12)14-2/h3-4H2,1-2H3,(H,9,10,11,13)

Upstream product

• 333-20-0 potassium thioacyanate 
• 541-41-3 chloroformic acid ethyl ester 
• 32326-25-3 3-amino-5-methoxyisoxazole 
• 150215-30-8 2-(5-ethoxycarbonylamino-1,2,4-thiadiazol-3-yl)acetic acid 
• 150215-29-5 2-(5-ethoxycarbonylamino-1,2,4-thiadiazol-3-yl)acetaldehyde 
• 67-56-1 methanol 

Relevant articles and documents

A Practical Preparation of (Z)-2-(5-Amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetic Acid

A Z-isomer of 2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetic acid, which is the common acyl moiety of clinically useful cephalosporins, has been prepared from the aminoisoxazols through the thiadiazol-acetate in two pathways.

7-acylamino-3-heteroarylthio-3-cephem carboxylic acid antibiotics and prodrugs thereof

The present invention relates to a cephem prodrug having formula III or formula IV: or a pharmaceutically acceptable salt thereof, wherein R′1is selected from the group consisting of hydrogen and —C(O)CH(NH2)CH3and R′2is selected from the group consisting of hydrogen and an acyl group that is cleaved by an enzyme found in mammals, with the proviso that, when either R′1or R′2is hydrogen, the other is not. A, B, L, G, E, and J are each independently nitrogen or carbon such that the respective rings are selected from the group consisting of provided that the group —CH2—S—CH2CH2NHR′2is attached only to a carbon atom of said heterocyclic group, and Q is selected from the group consisting of nitrogen and —CX, wherein X is selected from the group consisting of hydrogen and chlorine.

Process for preparing 1,2,4-thiadiazole derivatives

An improved process for the production of 5-amino-1,2,4-thiadiazol-3-yl-(2-(lower)-alkoxyimino)acetic acids starting from 5-substituted- or unsubstituted-3-amino-isoxazole compounds is disclosed herein. The title compounds are useful as acylating agents for the production of 7-acylaminocephalosporins.

Practical preparation of (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetic acid: A side-chain of the fourth generation of cephem antibiotics

A Z-isomer (4) of 2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetic acid, which is the common acyl moiety of clinically useful cephem antibiotics, has been prepared from the aminoisoxazoles through the skeletal rearrangement in several routes. Reaction of 3-amino-5-methoxyisoxazole (7) with alkoxycarbonyl isothiocyanates gave methyl 2-(5-alkoxycarbonylamino-1,2,4-thiadiazol-3-yl)acetates (8), which were converted into the target compound 4 through the reaction of the corresponding keto ester with O-methylhydroxylamime. Compound 4 was prepared similarly from 3-aminoisoxazole (10). Also, O-methylation of 2-hydroxyimino-2-(5-methoxycarbonylamino-1,2,4-thiazol-3-yl)acetate (15) with methyl iodide or dimethyl sulfate in the presence of barium oxide and barium hydroxide octahydrate was found to afford exclusively the desired Z-isomer (14a) of methyl 2-(5-methoxycarbonylamino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)aceta te, which was led to 4.