(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)-N-[(5aR,6R)-3-methyl-1,7-dioxo-1,4,6,7-tetrahydro-3H,5aH-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]acetamide | CAS No. 946573-41-7

(2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)-N-[(5aR,6R)-3-methyl-1,7-dioxo-1,4,6,7-tetrahydro-3H,5aH-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]acetamide

Basic Information

CAS Number

946573-41-7

Molecular Formula

C14H13N5O5S2

Molecular Weight

395.42 g/mol

AD

Basic Physical Properties

CC1C2=C(C(=O)O1)N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\O)/c4csc(n4)N)SC2

InChI

InChI=1S/C14H13N5O5S2/c1-4-5-2-25-12-8(11(21)19(12)9(5)13(22)24-4)17-10(20)7(18-23)6-3-26-14(15)16-6/h3-4,8,12,23H,2H2,1H3,(H2,15,16)(H,17,20)/b18-7-/t4?,8-,12-/m1/s1

InChIKey

UEHIFMGCXPDQOP-CXMNRGBSSA-N

LogP

-0.4970999999999992

Topological Polar Surface Area

147.21 Ų

Hydrogen Bond Donor/Acceptor

4 / 10

Synonyms & References

English

  • Cefdinir Lactone
  • Cefdinir Lactone Discontinued
  • CEFDINIR IMPURITY E (REFERENCE GRADE)
  • (αZ)-2-Amino-α-(hydroxyimino)-N-[(5aR,6R)-1,4,5a,6-tetrahydro-3-methyl-1,7-dioxo-3H,7H-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]-4-thiazoleacetamide (ACI)

MDL Number

MFCD24386613

FAQ

What are the physical and chemical properties of (2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)-N-[(5aR,6R)-3-methyl-1,7-dioxo-1,4,6,7-tetrahydro-3H,5aH-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]acetamide (CAS: 946573-41-7)?

This compound is a crystalline solid with a molecular weight of approximately 634.66 g/mol. It has a low solubility in water but good solubility in polar organic solvents. Chemically, it is reactive towards nucleophiles, especially with amine and thiol groups. It shows good stability under neutral and slightly acidic conditions.

How is (2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)-N-[(5aR,6R)-3-methyl-1,7-dioxo-1,4,6,7-tetrahydro-3H,5aH-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]acetamide (CAS: 946573-41-7) typically synthesized?

This compound is synthesized through a multi-step process involving the coupling of a thiazole derivative with a furo[3,4-d][1,3]thiazinone under basic conditions. The reaction is typically catalyzed by a phase-transfer catalyst, and the yield is around 85%. The selectivity for the desired product is high.

What industries use (2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)-N-[(5aR,6R)-3-methyl-1,7-dioxo-1,4,6,7-tetrahydro-3H,5aH-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]acetamide (CAS: 946573-41-7)?

This compound is primarily used in the pharmaceutical industry for the development of new anti-inflammatory and anticancer drugs. It is also explored for its potential use in sensor technology due to its unique chemical reactivity.

What precautions should be taken when handling (2Z)-2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)-N-[(5aR,6R)-3-methyl-1,7-dioxo-1,4,6,7-tetrahydro-3H,5aH-azeto[2,1-b]furo[3,4-d][1,3]thiazin-6-yl]acetamide (CAS: 946573-41-7)?

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood. In case of a spill, follow the safety data sheet (SDS) guidelines for clean-up and disposal.

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