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Ampicillin

Ampicillin structure

CAS No:
69-53-4
Formula:
C16H19N3O4S
Chemical Name:
Ampicillin
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-,D-(-)-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-,[2S-[2α,5α,6β(S*)]]-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-(D-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-;(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;(-)-6-(2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;6-[D-(-)-α-Aminophenylacetamido]penicillanic acid;Ampicillin;Binotal;Penbritin;Viccillin;Penicline;Aminobenzylpenicillin;Omnipen;D-(-)-α-Aminobenzylpenicillin;D-(-)-α-Aminopenicillin;Penbritin paediatric;Penbritin syrup;Ampicillin acid;Penicillin,(aminophenylmethyl)-;Ampicillin A;Amblosin;Amplital;Austrapen;Britacil;BRL 1341;Doktacillin;Penbristol;Totapen;Amfipen;Nuvapen;Ultrabron;Amplisom;Ampimed;Guicitrina;D-Ampicillin;D-(-)-Ampicillin;6-[D-(-)-2-Amino-2-phenylacetamido]penicillanic acid;Ampicillin anhydrate;Wy 5103;Penbrock;AY 6108;Semicillin;Viccillin S;Tolomol;96707-69-6;98520-55-9;800-79-3;8056-87-9;33604-21-6;37234-64-3;47355-94-2;50584-05-9
Categories:
Active Pharmaceutical Ingredients > Antibiotics

Description

Ampicillin is a broad-spectrum beta-lactam antibiotic against a variety of gram-positive and gram-negative bacteria.

6-[(2-amino-1-oxo-2-phenylethyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is a penicillin.

Ampicillin Basic Attributes

Molecular Weight：

349.405

Exact Mass：

349.40

EC Number：

200-709-7

NSC Number：

528986

HScode：

2941109200

Characteristics

PSA：

138.03000

XLogP3：

1.65

Appearance：

Ampicillin trihydrate is an odorless white microcrystalline powder with a bitter taste. A 0.25% solution in water has a pH of 3.5 to 5.5. (NTP, 1992)

Density：

1.6±0.1 g/cm3

Melting Point：

202 °C (decomp)

Boiling Point：

644.5±65.0 °C at 760 mmHg

Flash Point：

343.6±34.3 °C

Refractive Index：

1.724

Water Solubility：

13.9g/L(25 ºC)

Storage Conditions：

Following reconstitution with sterile or bacteriostatic water for injection, ampicillin sodium solutions for IM or direct IV injection should be used within 1 hr after reconstitution and should not be frozen.

Toxicity：

LD50 oral in mouse: > 5gm/kg

Specific rotation：

Optical rotation = +287.9 deg at 20 °C (C=1 in H2O)

Odor：

Odorless or has a faint odor characteristic of the penicillins

Safety Information

Packing level：

I; II; III

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38;R42/43

safety instructions：

S22-S26-S36/37

RTECS Number：

XH8425000

Marks：

Xn:Harmful

Stability/Shelf Life：

Stable, but may be moisture sensitive. Incopmpatible with strong oxidizing agents.

Precautionary statement(s)：

P261-P280-P284-P304 + P340-P305 + P351 + P338-P342 + P311

Hazard Statements：

H315-H317-H319-H334-H335

Drug Information

MeSH Entry Terms：

2-amino-1-methyl-5-propylideneimidazol-4-one

Ampicillin Use and Manufacturing

β-lactam antibiotics Labelled Ampicillin. Orally active, semi-synthetic antibiotic; structurally related to penicillin. Antibacterial. Ampicillin caused contact dermatitis in a nurse also sensitized to amoxicillin (with tolerance to oral phenoxymethylpenicillin), and in a pharmaceutical factory worker.

Material

Triethylamine

Sodium hydroxide

6-Aminopenicillanic acid

Potassium carbonate

Potassium chloride

Hydrochloric acid

Potassium fluoride

Downstream Products

6-Aminopenicillanic acid

Potassium chloride

Potassium bromide

Dipotassium phosphate

Monopotassium phosphate

Potassium fluoride

Price Analysis

Make your Ampicillin purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on Ampicillin prices .

Drug Function and Efficacy

It is a penicillin antibiotic that acts on the active reproduction stage of cells and has a bactericidal effect by inhibiting the biosynthesis of cell wall mucopeptides.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Sultamicillin Tosirate Granules
Ingredients	The main ingredient of this product is sultamicillin tosirate, and its chemical name is () Hydroxymethyl-(2S, 5R, 6R)-6-[(R)-(2-amino-2-phenylacetylamino)]-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]n-heptane-2-carboxylate, (2S, 5R)-3, 3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]n-heptane-2-carboxylate S, S-dioxide p-toluene phosphate.
Indication	1. Probenecid, aspirin, indomethacin, phenylbutazone, and sulfonamides can reduce the excretion of this product in the renal tubules, thereby increasing the blood concentration of this product, prolonging the blood elimination half-life (t1/2beta;), and the toxicity may also increase. 2. When this product is used in combination with allopurinol, the incidence of rash increases significantly, so it should be avoided. 3. This product should not be used in combination with acetaldehyde dehydrogenase inhibitors such as disulfiram. 4. When this product is used in combination with chloramphenicol for bacterial meningitis, the incidence of long-term sequelae is higher than when either is used alone. 5. This product can stimulate estrogen metabolism or reduce its enterohepatic circulation, thereby reducing the effectiveness of oral contraceptives. 6. Antibiotics such as chloramphenicol, erythromycin, tetracyclines, and antibacterial drugs such as sulfonamides can interfere with the bactericidal activity of this product, so it is not suitable to be used in combination with this product, especially in the treatment of meningitis or severe infections that urgently need bactericidal drugs. 7. This product can enhance the effect of warfarin.
Specifications	0.125g (calculated as C25H30N4O9S2)
Manufacturer	Hainan Hailing Chemipharma Corporation Ltd.

Ampicillin Granules
Specifications	Calculated as C16H19N3O4S 0.125g
Manufacturer	Shandong Lukang Pharmaceutical Co., Ltd.

Ampicillin Capsules
Ingredients	The main ingredient of this product is ampicillin.
Indication	1. Gentamycin: Penicillin, carbenicillin, ampicillin and other penicillin antibiotics can inactivate gentamicin. 2. Glucose solution (pH 3.2; 5.5): Ampicillin is easily inactivated in acidic media, reducing its efficacy. 3. Vitamin C: It can inactivate or reduce the efficacy of ampicillin. 4. Tetracycline: It can reduce the efficacy of penicillin in the treatment of pneumonia, meningitis and scarlet fever. Dietary fiber: It can reduce the absorption of oral ampicillin. 5. Balanced solution: Its lactate root can promote the hydrolysis and reduction of ampicillin sodium (reduced to 75% in 30 minutes). 6. Indomethacin: It can prolong the half-life of penicillin and increase its blood concentration. 7. Aspirin: It can increase the blood concentration of penicillin and prolong the half-life of penicillin from 44.5 minutes to 72.4 minutes (competing for renal tubular secretion). 8. Erythromycin: It can reduce the efficacy of penicillin. 9. For other drug interactions, please consult your doctor or pharmacist.
Specifications	Calculated as C16H19N3O4S 0.25g
Manufacturer	Hunan Zhonghe Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

INNER MONGOLIA CHANGSHENG PHARMACEUTICAL CO. LTD.

Brazil
Active
SANDOZ INDUSTRIAL PRODUCTS SA

Spain
Active
Reyoung Pharmaceutical Co., Ltd.

China
Active

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