Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate, CAS No. 64485-82-1

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64485-82-1

Catalog No. EBD11252

CAS 64485-82-1

Name Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate

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Basic Information

Synonyms: EHATA Ethyl2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetate Ethyl2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate Ethyl2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate Ethyl2-amino-alpha-(hydroxyimino)-4-thiazoleacetate EATH ethyl(2E)-(2-amino-1,3-thiazol-4-yl)(hydroxyimino)ethanoate ethyl(2Z)-(2-amino-1,3-thiazol-4-yl)(hydroxyimino)ethanoate Ethyl2-(2-Amino-4-thiazolyl)-2-(hydroxyimino)acetate

Molecular Formula: C7H9N3O3S

Molecular Weight: 215.23

MDL Number: MFCD00010415

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Oximes and Hydrazones

Product Description:

2-Oximino-2-(2-aminothiazol-4-yl)acetic acid ethyl ester, with CAS number 64485-82-1, is a heterocyclic organic compound featuring both a 2-aminothiazole ring and an oxime functional group attached to an ethyl acetate moiety. This specific molecular architecture makes it a valuable synthetic intermediate. Its primary and most significant application is in the pharmaceutical industry as a key building block for the synthesis of third-generation cephalosporin antibiotics. Notably, it serves as a crucial precursor in the production of **Cefdinir**, a broad-spectrum oral cephalosporin used to treat various bacterial infections. The compound's structure contains the essential 2-aminothiazolyl oxime acetic acid side chain, which is vital for the enhanced antibacterial activity and pharmacokinetic profile of these advanced antibiotics. As a specialized intermediate with a defined and high-value end-use, its role is firmly within medicinal chemistry. The presence of both the aminothiazole and oxime functionalities also classifies it as a heterocyclic and functionalized organic synthon for specialized synthesis.

Physical Properties

Melting Point: 195-197 °C(lit.)

Boiling Point: 426.8 °C at 760 mmHg

Flash Point: 211.9 °C

Density: 1.56 g/cm3

Analytical Data

Appearance: light yellow to beige fine powder