Ampicillin
- CAS No.
- 7177-48-2
- Chemical Name:
- Ampicillin
- Synonyms
- AMPICILLIN TRIHYDRATE;amcill;trafarbiot;amcap;cymbi;amplin;pensyn;amperil;morepen;ro-ampen
- CBNumber:
- CB5247347
- Molecular Formula:
- C16H25N3O7S
- Molecular Weight:
- 403.45
- MOL File:
- 7177-48-2.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/29 22:41:02
| Melting point | 208 °C (dec.)(lit.) |
|---|---|
| Boiling point | 684℃ |
| refractive index | 265 ° (C=0.1, H2O) |
| Flash point | 87 °C |
| storage temp. | Sealed in dry,2-8°C |
| solubility | NH4OH 1 M: 50 mg/mL, clear, colorless |
| form | solid |
| color | white to off-white |
| pka | 2.5 (COOH)(at 25℃) |
| Water Solubility | 0.1-1 g/100 mL at 21 ºC |
| Merck | 14,586 |
| BRN | 5399534 |
| Stability | Hygroscopic |
| InChIKey | RXDALBZNGVATNY-CWLIKTDRSA-N |
| CAS DataBase Reference | 7177-48-2(CAS DataBase Reference) |
| EPA Substance Registry System | Ampicillin trihydrate (7177-48-2) |
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,Xi | |||||||||
| Risk Statements | 36/37/38-42/43 | |||||||||
| Safety Statements | 22-26-36/37-36-45-23 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | XH8425000 | |||||||||
| F | 3-10 | |||||||||
| HS Code | 29411020 | |||||||||
| Toxicity | LD50 orl-rat: 10 g/kg ANTBAL 20,653,75 | |||||||||
| NFPA 704 |
|
Ampicillin price More Price(11)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | A6140 | Ampicillin trihydrate 900-1050 μg/mg anhydrous basis (HPLC) | 7177-48-2 | 5G | ₹5239.3 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1393 | Ampicillin Trihydrate Pharmaceutical Secondary Standard; Certified Reference Material | 7177-48-2 | 1G | ₹9190.43 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A6140 | Ampicillin trihydrate 900-1050 μg/mg anhydrous basis (HPLC) | 7177-48-2 | 25G | ₹11820.9 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A6140 | Ampicillin trihydrate 900-1050 μg/mg anhydrous basis (HPLC) | 7177-48-2 | 100G | ₹21087.1 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A1593 | Ampicillin meets USP testing specifications | 7177-48-2 | 25G | ₹21931.45 | 2022-06-14 | Buy |
Ampicillin Chemical Properties,Uses,Production
Chemical Properties
Ampicillin in anhydrous form occurs as crystals.
Uses
Commonly used to select for ampicillin resistance in mutated and transformed cells
Indications
Ampicillin may also be helpful in certain patients, particularly pregnant women with acne, for whom the use of tetracycline, erythromycin, and minocycline should be avoided. In resistant acne patients, culture may reveal a gram-negative bacteria responsive to ampicillin.
Antimicrobial activity
Ampicillin is slightly less active than benzylpenicillin
against most Gram-positive bacteria but is more
active against E. faecalis. MRSA and strains of Str. pneumoniae
with reduced susceptibility to benzylpenicillin are resistant.
Most group D streptococci, anaerobic Gram-positive cocci
and bacilli, including L. monocytogenes, Actinomyces spp. and
Arachnia spp., are susceptible. Mycobacteria and nocardia are
resistant.
Ampicillin has similar activity to benzylpenicillin against
N. gonorrhoeae, N. meningitidis and Mor. catarrhalis. It is 2–8
times more active than benzylpenicillin against H. influenzae
and many Enterobacteriaceae, but β-lactamase-producing
strains are resistant. Pseudomonas spp. are resistant, but
Bordetella, Brucella, Legionella and Campylobacter spp. are
often susceptible. Certain Gram-negative anaerobes such
as Prevotella melaninogenica and Fusobacterium spp. are susceptible,
but B. fragilis is resistant, as are mycoplasmas and
rickettsiae.
Activity against molecular class A β-lactamase-producing
strains of staphylococci, gonococci, H. influenzae, Mor. catarrhalis,
certain Enterobacteriaceae and B. fragilis is enhanced by
the presence of β-lactamase inhibitors, specifically clavulanic
acid.
Its bactericidal activity resembles that of benzylpenicillin.
Bactericidal synergy occurs with aminoglycosides against
E. faecalis and many enterobacteria, and with mecillinam
against a number of ampicillin-resistant enterobacteria.
Acquired resistance
β-Lactamase-producing pathogens, including most clinical
isolates of Staph. aureus, are resistant. Strains of pneumococci,
enterococci, gonococci and H. influenzae with altered
PBPs have reduced susceptibility to ampicillin. Isolates
of N. gonorrhoeae and H. influenzae with a TEM plasmid-
mediated
β-lactamase (which are more common) are fully
resistant. Resistance among H. influenzae is often linked with
resistance to chloramphenicol, erythromycin or tetracycline,
due to plasmid-encoded resistance markers that are co-transferred
with the gene for the TEM enzyme. However, at
least 70% of current H. influenzae isolates remain susceptible
to ampicillin worldwide.
The widespread use of ampicillin and other aminopenicillins
has led to resistance becoming common in formerly
susceptible species of enteric pathogens as a result of the
widespread dissemination of plasmid-mediated β-lactamases.
Surveillance data from North America and Europe indicate
less than 50% susceptibility to ampicillin in Esch. coli. At least
90% of current isolates of Mor. catarrhalis are β-lactamaseproducing
strains. Ampicillin-resistant strains of salmonellae,
notably S. enterica serotypes Typhi and Typhimurium (many of which are also resistant to chloramphenicol, sulfonamides
and tetracyclines) present a serious problem in Africa, Asia
and South America. Multiresistant strains of shigellae also
predominate in many parts of the world.
General Description
Odorless white microcrystalline powder with a bitter taste. A 0.25% solution in water has a pH of 3.5 to 5.5.
Air & Water Reactions
Slightly soluble in water.
Reactivity Profile
Ampicillin absorbs insignificant amounts of moisture at 77° F and relative humidities up to approximately 80%, but under damper conditions Ampicillin absorbs significant amounts. A pH-rate profile reveals specific-acid- and specific-base- catalyzed hydrolysis. The pH of maximum stability is 5.8.
Fire Hazard
Flash point data for Ampicillin are not available; however, Ampicillin is probably combustible.
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.
Clinical Use
Isolates should be tested for susceptibility before use, especially
for serious infections. For oral therapy, amoxicillin is
preferable to ampicillin.
Urinary tract infections
Bacterial meningitis
Respiratory tract infections
Gastrointestinal infections, including typhoid fever and bacillary dysentery
Enterococcal endocarditis and septicemia (in combination with an
aminoglycoside)
Listeriosis (in combination with an aminoglycoside)
Safety Profile
Mildly toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of SO,xand NOx.
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
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Aurobindo Pharma Limited | +914066725000 | Telangana, India | 112 | 58 | Inquiry |
| HRV Global Life Sciences | +91-9820219686 +91-9820219686 | Telangana, India | 379 | 58 | Inquiry |
| J B Khokhani Co | +91-9167931370 +91-9167931370 | Maharashtra, India | 6 | 58 | Inquiry |
| Asiatic Drugs And Pharmaceuticals Pvt Ltd | +91-1126412720 +91-1141616836 | New Delhi, India | 2 | 58 | Inquiry |
| Unimark Remedies Ltd | +91-2267304120 +91-2267304120 | Maharashtra, India | 48 | 58 | Inquiry |
| Syschem (India) Limited | +91-7340783755 +91-8968433155 | Haryana, India | 8 | 58 | Inquiry |
| Penam Laboratories Ltd | +91-1145084500 +91-1145084500 | New Delhi, India | 13 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| OCEAN TRADING CORPORATION | +91(22) 24921669 | New Delhi, India | 6211 | 58 | Inquiry |
| AUROBINDO PHARMA LTD | +91 (40) 6672 1200 | New Delhi, India | 209 | 58 | Inquiry |
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