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Ampicillin chemical structure, C16H19N3O4S, CAS 69-53-4
2D chemical structure

Key facts

What buyers check first

Appearance
White, crystalline powder
Melting point
202 °C
Solubility
SOL IN WATER, DIMETHYL SULFOXIDE, DECOMP @ 199-202 °C, SPECIFIC ROTATION: +287.9 DEG @ 2…
HS code
294110
Category
Antibiotics and anti-infectives
Illustrative photo, off-white crystalline powder with an amber glass bottle on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Ampicillin?

Plain description, key identifiers and synonyms

Ampicillin is a penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group. It has a role as an antibacterial drug. It is a penicillin, a beta-lactam antibiotic and a penicillin allergen. It is a conjugate acid of an ampicillin(1-).

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(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
CAS number
69-53-4 CAS number cross-checked
EC number
200-709-7
Molecular formula
C16H19N3O4S
UNII
7C782967RD
MDL number
MFCD00005175
InChIKey
AVKUERGKIZMTKX-NJBDSQKTSA-N
InChI
InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
Canonical SMILES
CC1(C)SC2C(NC(=O)C(N)c3ccccc3)C(=O)N2C1C(=O)O
Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C

Synonyms

  • Aminobenzylpenicillin
  • Ampicillin acid
  • Tokiocillin
  • Ampicilline
  • Semicillin
  • Ultrabion
  • anhydrous ampicillin
  • Ampicillin Anhydrous
  • Amfipen
  • Synpenin
  • D-Ampicillin
  • Ampicillinum
  • Totalciclina
  • Ampicilina
  • Ampipenin
  • Amplisom
  • Britacil
  • Copharcilin
  • Doktacillin
  • Guicitrina
  • Penbristol
  • Roscillin
  • Ultrabron
  • Viccillin
  • Ampimed
Show all 39 synonyms
  • Ampivet
  • Nuvapen
  • Pentrex
  • Tolomol
  • Totapen
  • Ampicillin A
  • Ampicillin anhydrate
  • D-(-)-Ampicillin
  • Ampy-Penyl
  • Ampicillina
  • Penbritin paediatric
  • Ampicillin, anhydrous
  • D-(-)-alpha-Aminopenicillin
  • Ampicillin (anhydrous)

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
White, crystalline powderexp.
Odour
Odorless or has a faint odor characteristic of the penicillinsexp.
Melting point
202 °Cexp.
Solubility
SOL IN WATER, DIMETHYL SULFOXIDE, DECOMP @ 199-202 °C, SPECIFIC ROTATION: +287.9 DEG @ 23 °C/D (WATER) /ANHYDROUS FORM/exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
349.41 g/molcalc.
Exact mass
349.1096 Dacalc.
LogP (octanol/water)
0.32calc.
Topological polar surface area
112.7 Ųcalc.
Hydrogen bond donors
3calc.
Hydrogen bond acceptors
5calc.
Rotatable bonds
4calc.
Heavy atoms
24calc.
Rings
3calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.44calc.
Formal charge
0calc.
Stereocentres
4calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C(Cc1ccccc1)NC1C(=O)N2CCSC12

O=C(Cc1ccccc1)NC1C(=O)N2CCSC12

3 rings, 18 atoms.

177 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard
GHS09: Hazardous to the environment
Hazardous to the environment

Hazard statements

  • H315Causes skin irritation.
  • H317May cause an allergic skin reaction.
  • H319Causes serious eye irritation.
  • H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
  • H335May cause respiratory irritation.
  • H400Very toxic to aquatic life.
  • H411Toxic to aquatic life with long lasting effects.
Precautionary statements (25)
  • P233Keep container tightly closed.
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P271Use only outdoors or in a well-ventilated area.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • P273Avoid release to the environment.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P284In case of inadequate ventilation wear respiratory protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P332 + P317If skin irritation occurs: Get medical help.
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P391Collect spillage.
  • P403Store in a well-ventilated place.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Ampicillin suppliers

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Ampicillin price

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Uses and applications

What the substance is used for, by industry and function

Ampicillin is a broad-spectrum antibiotic. The clinical indications for ampicillin cover a variety of infections, including those of the respiratory and urinary tracts, gonorrhoea, meningitis, septicaemia and enteric infections.

Use classes: Pharmaceuticals, Animal Drugs.

Pharmacological actions

  • Anti-Bacterial Agents

Roles

  • antibacterial agent
  • antibacterial drug
  • antiinfective agent
  • antimicrobial agent
  • antimicrobial drug
  • ophthalmology drug
  • pharmaceutical

Pharmacology

Ampicillin is a Penicillin-class Antibacterial.

How it is made

Acylation of 6-aminopenicillanic acid with d-(-)-glycine

Doyle et al, us patent 2,985,648 (1961), eidem, british patent 902,703 (1962 to beecham), doyle et al, j chem soc 1962, 1440, kaufmann, bauer, us patent 3,079,307 (1963 to bayer), johnson, wolfe, & johnson, hardcastle, us patents 3,140,282 & 3,157,640 (both 1964 to bristol-myers)...

Grant, alburn, us patent 3,144,445 (1964 to am home products), dane, dockner, ber 98, 789 (1965). ... Dl-form.../of sodium salt/ british patent 958,824 (1964 to pfizer).

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Ampicillin is traded under.

HS 2941.10Indicative HS code

Penicillins and their derivatives with a penicillanic acid structure, salts thereof

World exports in 2024
$1.66B
−2.5% vs 2023, imports $1.63B
2019 to 2024
Top exporters
  1. China56.8%
  2. Spain13.1%
  3. India * partner reported7.7%
Top importers
  1. India * partner reported16.4%
  2. Austria9.3%
  3. Brazil5.4%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Ampicillin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Ampicillin, based on the data on this page

What is Ampicillin?

Ampicillin is a penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group. It has a role as an antibacterial drug. It is a penicillin, a beta-lactam antibiotic and a penicillin allergen. It is a conjugate acid of an ampicillin(1-).

What is the CAS number of Ampicillin?

The CAS registry number of Ampicillin is 69-53-4.

What is the molecular formula and weight of Ampicillin?

The molecular formula of Ampicillin is C16H19N3O4S and its molar mass is 349.41 g/mol.

What is Ampicillin used for?

Ampicillin is a broad-spectrum antibiotic. The clinical indications for ampicillin cover a variety of infections, including those of the respiratory and urinary tracts, gonorrhoea, meningitis, septicaemia and enteric infections. Use classes: Pharmaceuticals, Animal Drugs.

Is Ampicillin hazardous?

Ampicillin carries the GHS signal word "Danger". Main hazards: causes skin irritation, may cause an allergic skin reaction, causes serious eye irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Ampicillin?

Ampicillin is usually classified under HS code 294110 (Penicillins and their derivatives with a penicillanic acid structure, salts thereof). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Ampicillin?

CompoundList lists 121 suppliers of Ampicillin in China, India, United States, Germany and 26 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Ampicillin in India?

24 suppliers in India list Ampicillin on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Ampicillin?

Suppliers quote Ampicillin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Ampicillin

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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