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Ampicillin

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Ampicillin Basic information

Product Name:
Ampicillin
CAS:
69-53-4
MF:
C16H19N3O4S
MW:
349.41
EINECS:
200-709-7
Mol File:
69-53-4.mol
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Ampicillin Chemical Properties

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
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)
EPA Substance Registry System
Ampicillin (69-53-4)
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Safety Information

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
10-23
HS Code 
29212900
Hazardous Substances Data
69-53-4(Hazardous Substances Data)
Toxicity
LD50 oral in mouse: > 5gm/kg

MSDS

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Ampicillin Usage And Synthesis

Brand Name(s)

Human forms include Omnipen, Principen, Totacillin, Polycillin. Injectable forms include Omnipen-N, Polycillin-N, TotacillinN.
Veterinary forms include Amp-Equine, and Ampicillin trihydrate (Polyflex).

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

Crystalline Solid

Chemical Properties

Ampicillin in anhydrous form occurs as crystals.

Uses

β-lactam antibiotics

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.

brand name

Amcill (Parke-Davis); Omnipen (Wyeth-Ayerst); Polycillin (Apothecon); Principen (Apothecon).

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.

Veterinary Drugs and Treatments

In dogs and cats, ampicillin is not as well absorbed after oral administration as amoxicillin and its oral use has largely been supplanted by amoxicillin. It is used commonly in parenteral dosage forms when an aminopenicillin is indicated in all species.
The aminopenicillins, also called the “broad-spectrum” or ampicillin penicillins, have increased activity against many strains of gram-negative aerobes not covered by either the natural penicillins or penicillinase-resistant penicillins, including some strains of E. coli, Klebsiella, and Haemophilus.

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.

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AmpicillinSupplierMore

Yueyang Tianqing Biological Technology Co., Ltd. Gold
Tel:
15173087635
Email:
tq201818@163.com
Products Intro:
Product Name:Ampicillin
CAS:69-53-4
Purity:96% Package:25KG/
Wuhan Biocar Bio-Pharm Co., Ltd. Gold
Tel:
027-87050469-
Email:
sales@biocar.cn
Products Intro:
CAS:69-53-4
Purity:99% Package:5g 100g 1kg
Wuhan Zeuschem. Co. Ltd. Gold
Tel:
027-88866057-18071542427-18071545453-18071546827-18062648743
Email:
1735832116@qq.com
Products Intro:
Product Name:Ampicillin
CAS:69-53-4
Purity:100.4% Package:25kg/235
PI & PI BIOTECH INC. Gold
Tel:
020-81716320-
Email:
Sales@pipitech.com
Products Intro:
Product Name:Ampicillin
CAS:69-53-4
Purity:10mg, 25mg, 50mg, 100mg
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Products Intro:
Product Name:Ampicillin, 98%
CAS:69-53-4
Purity:98% Package:1G;5G
Basic information Brand Name(s) Safety Related Supplier