Ampicillin
- CAS No.
- 69-53-4
- Chemical Name:
- Ampicillin
- Synonyms
- Ampicillin Sulbactam;Nonane-1,9-diamine;Wymox;Unasyn;penbritin;principen;polycillin;aminobenzylpenicillin;p-50;ab-pc
- CBNumber:
- CB2247346
- Molecular Formula:
- C16H19N3O4S
- Molecular Weight:
- 349.4
- MOL File:
- 69-53-4.mol
- Modify Date:
- 2024/7/12 17:58:41
| Melting point | 198-200 °C (dec.)(lit.) |
|---|---|
| alpha | D23 +287.9° (c = 1 in water) |
| Boiling point | 201.8°C (rough estimate) |
| Density | 1.2794 (rough estimate) |
| refractive index | 1.6320 (estimate) |
| storage temp. | 2-8°C |
| solubility | NH4OH 1 M: 50 mg/mL, clear, colorless |
| form | solid |
| color | White to Pale Yellow |
| pka | 2.5 (COOH)(at 25℃) |
| Water Solubility | 13.9g/L(25 ºC) |
| JECFA Number | 85 |
| Merck | 13,591 |
| BRN | 1090925 |
| Stability | Stable, but may be moisture sensitive. Incopmpatible with strong oxidizing agents. |
| InChIKey | AVKUERGKIZMTKX-NJBDSQKTSA-N |
| CAS DataBase Reference | 69-53-4(CAS DataBase Reference) |
| IARC | 3 (Vol. 50) 1990 |
| EPA Substance Registry System | Ampicillin (69-53-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS08 |
|---|---|
| Signal word | Danger |
| Hazard statements | H317-H334 |
| Precautionary statements | P261-P272-P280-P284-P302+P352-P333+P313 |
| Hazard Codes | Xn,T |
| Risk Statements | 36/37/38-42/43-61 |
| Safety Statements | 22-26-36/37-45-53 |
| WGK Germany | 2 |
| RTECS | XH8425000 |
| F | 10-23 |
| HS Code | 29212900 |
| Toxicity | LD50 oral in mouse: > 5gm/kg |
Ampicillin price More Price(8)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | A9393 | Ampicillin anhydrous, 96.0-102.0% (anhydrous basis) | 69-53-4 | 5G | ₹9807.45 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR2838 | Ampicillin pharmaceutical secondary standard, certified reference material | 69-53-4 | 500MG | ₹16724.63 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A9393 | Ampicillin anhydrous, 96.0-102.0% (anhydrous basis) | 69-53-4 | 25G | ₹35008.05 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A5354 | Ampicillin Ready Made Solution, 100?mg/mL, 0.2 μm filtered | 69-53-4 | 10ML | ₹10879.4 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 59349 | Ampicillin analytical standard | 69-53-4 | 100MG | ₹5228.48 | 2022-06-14 | Buy |
Ampicillin Chemical Properties,Uses,Production
Description
Ampicillin is an antibacterial antibiotic from the α-aminobenzyl penicillin group, which differs from penicillin by the presence of an amino group that facilitates penetration through the outer membrane of some gram-negative bacteria.
Ampicillin is Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic. Ampicillin acts by interfering directly with the biosynthesis of peptidoglycan, which constitutes the major component of the bacterial cell wall, leading to structural instability and death of bacteria.
Ampicillin is a β-lactam antibiotic within the penicillin family. As a member of this family, Ampicillin is susceptible to β-lactamase, which hydrolyzes the β-lactam ring. This broad spectrum antibiotic is effective against gram-positive, gram-negative bacteria and anaerobic bacteria. Ampicillin is widely used in cell culture as a selective agent. As an antibiotic, Ampicillin binds to penicillin binding proteins (PBPs) on a susceptible organism and Inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane. After binding to the PBPs, Ampicilin acts as a structural analogue of acyl-D-alanyl-D-alanine, acylates the transpeptidase enzyme and thereby prevents the cross-linking of the peptidoglycan of the cell wall necessary for the growth of the bacterium.
Ampicillin sodium can be used as a selective agent in several types of isolation media. Ampicillin sodium is routinely used to select for cells containing the pcDNA3.1 and pEAK10 resistance plasmids in cell line A904L at an effective concentration of 50 μg/ml.
Chemical Properties
Ampicillin in anhydrous form occurs as crystals.
Uses
Labelled Ampicillin. Orally active, semi-synthetic antibiotic; structurally related to penicillin. Antibacterial.
Definition
ChEBI: A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.
General Description
Ampicillin was synthesized by Beecham Research Laboratories in 1961 and evaluated for its anti-gram-negative activity by Rolinson et al.. It was the first semisynthetic penicillin showing strong activity against gramnegative bacilli. Although it is hydrolyzed by bacterial penicillinase, it is active against Escherichia coli, Shigella, Proteus mirabilis, and Haemophilus influenzae and is used very widely as an oral antibiotic. Ampicillin also is used by injection for serious infections.
Contact allergens
Ampicillin caused contact dermatitis in a nurse also sensitized to amoxicillin (with tolerance to oral phenoxymethylpenicillin) and in a pharmaceutical factory worker. Systemic drug reactions are common. Crossreactivity is regular with ampicillin and can occur with other penicillins.
Safety Profile
Poison by intracerebral route. Moderately toxic by intraperitoneal route. Human systemic effects by ingestion: fever, agranulocytosis, and other blood effects. An experimental teratogen. Mutation data reported. Questionable carcinogen. When heated to decomposition it emits very toxic fumes of NO, and SOx,.
Potential Exposure
Used as an antibiotic.
Shipping
UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
Incompatibilities
May be incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.
Waste Disposal
It is inappropriate and possibly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.
Ampicillin Preparation Products And Raw materials
Raw materials
1of3
chevron_rightPreparation Products
1of4
chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| CHEMXTREE STANDARDS | +919872732255 | Punjab, India | 96 | 58 | Inquiry |
| Penam Laboratories Ltd | +91-1145084500 +91-1145084500 | New Delhi, India | 13 | 58 | Inquiry |
| Ebenezer Industries | Gujarat, India | 96 | 58 | Inquiry | |
| Medilink Pharmachem | +91 (79) 3007-0133 | New Delhi, India | 424 | 50 | Inquiry |
| OCEAN TRADING CORPORATION | +91(22) 24921669 | New Delhi, India | 6211 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Lexine Technochem Private Limited | 07942564658 | Vadodara, India | 69 | 58 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
Related articles
- Ampicillin vs Amoxicillin
- Ampicillin and amoxicillin are penicillin-type antibiotics used to treat bacterial infections of the middle ear and respirator....
- Mar 12，2024
- Ampicillin–Sulbactam: Antimicrobial Activity, Susceptibility, Administration and Dosage, Clinical Uses etc.
- Ampicillin–sulbactam (AMP/S) is a beta-lactam/beta-lactamase inhibitor that was developed to overcome the increasing resistan....
- Mar 18，2022
- Antimicrobial Activity and Susceptibility of Ampicillin and ampicillin-like agents
- Ampicillin and ampicillin-like agents, such as amoxicillin, have many similar properties, but also some important differences.....
- Mar 14，2022