CAS 3511-16-8

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(4R)-2,2-dimethyl-5-oxo-4-phenyl-1-imidazolidinyl]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-

Description:

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, with the CAS number 3511-16-8, is a complex organic compound characterized by its bicyclic structure, which includes a sulfur atom (thia) and a nitrogen atom (azabicyclo). This compound features a carboxylic acid functional group, contributing to its acidity and potential reactivity. The presence of a dimethyl and phenyl substituent indicates that it may exhibit significant steric hindrance, influencing its chemical behavior and interactions. The imidazolidinyl moiety suggests potential biological activity, as compounds with such structures are often explored for pharmaceutical applications. The stereochemistry, indicated by the (2S,5R,6R) configuration, implies specific spatial arrangements of atoms that can affect the compound's properties, including solubility, stability, and biological activity. Overall, this compound's unique structural features and functional groups make it a subject of interest in medicinal chemistry and related fields.

Formula: C₁₉H₂₃N₃O₄S

InChI: InChI=1/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11-,12-,13+,16-/m1/s1

InChI key: InChIKey=DXVUYOAEDJXBPY-NFFDBFGFSA-N

SMILES: O=C1[C@H]([C@@]2(N1[C@@H](C(O)=O)C(C)(C)S2)[H])N3C(=O)[C@H](NC3(C)C)C4=CC=CC=C4

Synonyms:

• (2S,5R,6R)-6-[(4R)-2,2-Dimethyl-5-oxo-4-phenyl-1-imidazolidinyl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2,2-dimethyl-5-oxo-4-phenyl-1-imidazolidinyl)-3,3-dimethyl-7-oxo-, <span class="text-smallcaps">D</span>-(-)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2,2-dimethyl-5-oxo-4-phenyl-1-imidazolidinyl)-3,3-dimethyl-7-oxo-, D-(-)-
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-(2,2-dimethyl-5-oxo-4-phenyl-1-imidazolidinyl)-3,3-dimethyl-7-oxo-, [2S-[2α,5α,6β(S*)]]-
• Bl-P 804
• Brl 804
• Etacillin
• Hetacilina
• Hetacillin
• Hetacilline
• Penplenum
• Phenazacillin
• Versapen
• Versatrex
• Vimocilin
• 6-(2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl)penicillanic acid
• 6-(2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• (2S,5R,6R)-6-(2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• potassium (2S,5R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(4R)-2,2-dimethyl-5-oxo-4-phenyl-1-imidazolidinyl]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
• (2S,5R,6R)-6-[(4R)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• Hetacillinum
• 7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID USP/EP/BP
• 6-[2,2-Dimethyl-5-oxo-4-phenyl-1-imidazolidinyl] penicillanic acid
• Hetacillin USP/EP/BP

Hetacillin

CAS: 3511-16-8

Formula: C₁₉H₂₃N₃O₄S

Color and Shape: Solid

Molecular weight: 389.4686

Ref: IN-DA00C6J3

Hetacillin

CAS: 3511-16-8

Hetacillin is a β-lactam aminopenicillin prodrug that rapidly releases ampicillin in vivo, providing broad-spectrum antibacterial effects.

Formula: C₁₉H₂₃N₃O₄S

Color and Shape: Solid

Molecular weight: 389.47

Ref: TM-T32064

Hetacillin

CAS: 3511-16-8

Stability Hygroscopic, Unstable in Solution
Applications Hetacillin is a β-lactam antibiotic.
References Newall, C.E., Hallam, P.D.: Comp. Med. Chem., 2, 609 (1990)

Formula: C₁₉H₂₃N₃O₄S

Color and Shape: Neat

Molecular weight: 389.47

Ref: TR-H289570