BACAMPICILLIN
- 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
- MDL Number:
- MFCD00864977
- MOL File:
- 50972-17-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Bacampicillin 98% | AA00DEFN | 10mg | $172 |
| Bacampicillin 98% | AA00DEFN | 50mg | $690 |
| Bacampicillin 98+% | CD31001705 | 50mg | $104 |
| Bacampicillin 97% | API-1033 | 0.1g | $750 |
| BACAMPICILLIN 95.00% | API0009111 | 5MG | $502.85 |
| More product size | |||
| 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 |
| FDA UNII | 8GM2J22278 |
| ATC code | J01CA06 |
BACAMPICILLIN price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| aablocks | AA00DEFN | Bacampicillin 98% | 50972-17-3 | 10mg | $172 | 2026-05-28 | Buy |
| aablocks | AA00DEFN | Bacampicillin 98% | 50972-17-3 | 50mg | $690 | 2026-05-28 | Buy |
| Crysdot | CD31001705 | Bacampicillin 98+% | 50972-17-3 | 50mg | $104 | 2026-05-27 | Buy |
| AHH | API-1033 | Bacampicillin 97% | 0.1g | $750 | 2026-05-26 | Buy | |
| American Custom Chemicals Corporation | API0009111 | BACAMPICILLIN 95.00% | 50972-17-3 | 5MG | $502.85 | 2021-12-16 | Buy |
BACAMPICILLIN Chemical Properties,Uses,Production
Uses
BACAMPICILLIN is ampicillin-methyl ester, which has no antibacterial activity in vitro. During in vivo absorption, it is hydrolyzed to ampicillin by non-specific esterases in the intestinal wall, thus exerting its antibacterial effect. Ampicillin sodium is a broad-spectrum semi-synthetic penicillin. This product is effective against a variety of Gram-positive and Gram-negative bacteria.
Originator
Penglobe,Astra,W. Germany,1977
Definition
ChEBI: A penicillanic acid ester that is the 1-ethoxycarbonyloxyethyl ester of ampicillin. It is a semi-synthetic, microbiologically inactive prodrug of ampicillin.
Manufacturing Process
1'-Ethoxycarbonyloxyethyl 6-(D-α-azidophenylacetamido)penicillinate (98 g)
was prepared from sodium 6-(D-α-azidophenylacetamido)penicillinate (397 g,
1 mol), α-chlorodiethylcarbonate (458 g, 3 mols) and sodium bicarbonate
(504 g, 6 mols). The product showed strong IR absorption at 2090 cm-1 and
1780-1750 cm-1 showing the presence of azido group and β-lactam and ester
carbonyls.
It was dissolved in ethyl acetate (700 ml) and hydrogenated at ambient
conditions over a palladium (5%)on carbon catalyst (18 g). The catalyst was
removed by filtration and washed with ethyl acetate. The combined filtrates
were extracted with water at pH 2.5 by addition of dilute hydrochloric acid.
Lyophilization of the aqueous phase gave the hydrochloride of 1'-
ethoxycarbonyloxyethyl 6-(D-α-aminophenylacetarnido)penicillinate (94 g), MP
171°-176°C.
Therapeutic Function
Antibacterial
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 +86-13203830695 | laboratory@coreychem.com | China | 30203 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | +86-29-81139210 +86-17392587031 | 1059@dideu.com | China | 9984 | 58 |
| BOC Sciences | 16314854226; +8616314854226 | inquiry@bocsci.com | United States | 19852 | 58 |
| DAYANG CHEM (HANGZHOU) CO.,LTD | +86-88938639 +86-17705817739 | info@dycnchem.com | China | 53799 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Zhejiang Huida Biotech Co., LTD | 0571-89903022 18679456698 | zilong@hizyme.com | China | 8001 | 58 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 18621169109 | market03@meryer.com | China | 27963 | 58 |
| Shanghai Beiwanta Biotechnology Co., Ltd. | 021-67187366 19901745723 | info@bwtlab.com | China | 9973 | 58 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-025-66113011 15955137747 | cb5@aikonchem.com | China | 10354 | 58 |
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