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BACAMPICILLIN

BACAMPICILLIN Structure
CAS No.
50972-17-3
Chemical Name:
BACAMPICILLIN
Synonyms
Carampicillin;BACAMPICILLIN;BACAMPICILLIN USP/EP/BP;BACAMPICILLIN HCL USP(CRM STANDARD);Bacampicillin (base and/or unspecified salts);6α-[[(R)-2-Amino-2-phenylacetyl]amino]penicillanic acid 1-[(ethoxycarbonyl)oxy]ethyl ester;(2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 1-(ethoxycarbonyloxy)ethyl ester;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, (2S,5R,6R)-;(2S,5R,6R)-6-[[(2R)-2-amino-1-oxo-2-phenylethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 1-ethoxycarbonyloxyethyl ester;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, [2S-[2α,5α,6β(S*)]]-
CBNumber:
CB1343108
Molecular Formula:
C21H27N3O7S
Molecular Weight:
465.52
MOL File:
50972-17-3.mol
Modify Date:
2023/5/21 10:59:17

BACAMPICILLIN Properties

Boiling point 678.4±55.0 °C(Predicted)
Density 1.37±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility Soluble in DMSO
pka pKa 6.8 (Uncertain)
CAS DataBase Reference 50972-17-3

BACAMPICILLIN Chemical Properties,Uses,Production

Definition

ChEBI: A penicillanic acid ester that is the 1-ethoxycarbonyloxyethyl ester of ampicillin. It is a semi-synthetic, microbiologically inactive prodrug of ampicillin.

Metabolism

Although comparatively well absorbed (30–55%), the oral efficacy of ampicillin for systemic infections can be enhanced significantly through the preparation of pro-drugs. In contrast to ampicillin itself, which is amphoteric, bacampicillin is a weak base and is very well absorbed in the duodenum (80–98%). Enzymatic ester hydrolysis in the gut wall liberates carbon dioxide and ethanol, followed by spontaneous loss of acetaldehyde and production of ampicillin. The acetaldehyde is metabolized oxidatively by alcohol dehydrogenase to produce acetic acid, which joins the normal metabolic pool.

BACAMPICILLIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 31)Suppliers
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OCEAN TRADING CORPORATION +91(22) 24921669 New Delhi, India 6211 58 Inquiry
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A.T.CHEMICAL 0755-86655561 81899190 China 6594 51 Inquiry
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 025-66113011 18112977050 China 10529 58 Inquiry
BACAMPICILLIN BACAMPICILLIN HCL USP(CRM STANDARD) 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, [2S-[2α,5α,6β(S*)]]- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, (2S,5R,6R)- Carampicillin Bacampicillin (base and/or unspecified salts) (2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 1-(ethoxycarbonyloxy)ethyl ester 6α-[[(R)-2-Amino-2-phenylacetyl]amino]penicillanic acid 1-[(ethoxycarbonyl)oxy]ethyl ester (2S,5R,6R)-6-[[(2R)-2-amino-1-oxo-2-phenylethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 1-ethoxycarbonyloxyethyl ester 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, 1-[(ethoxycarbonyl)oxy]ethyl ester, (2S,5R,6R)- BACAMPICILLIN USP/EP/BP 50972-17-3 C21H27N3O7S