Ampicillin Trihydrate

HCID 23565

Basic information

CAS
7177-48-2
Standard SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(=O)O.O.O.O
InChIKey
RXDALBZNGVATNY-CWLIKTDRSA-N
Molecular formula
C16H25N3O7S
Average molar mass
403.5 g/mol
Monoisotopic mass
403.14132132

Names & identifiers

Preferred name
Ampicillin Trihydrate
IUPAC
(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;trihydrate
English name
Ampicillin trihydrate
Molecular formula
C16H25N3O7S
Molecular weight
403.45

Names & synonyms

AMPICILLIN TRIHYDRATE7177-48-2Aminobenzylpenicillin trihydrateAmpinovaTrafarbiotAmperilAmcapCymbiPen ACampicillinDivercillinAcillin
Show more names
amcillAMPICILLIN TRIHYDRATE USP
AmpichelAmpikelLifeampilMorepenPrincillinAmplinPensynalpha-Aminobenzylpenicillin trihydrate

Database identifiers

CAS
7177-48-2
PubChem CID
23565
DTXSID
DTXSID9020083
ChEMBL
CHEMBL453388
ChEBI
CHEBI:31209
UNII
HXQ6A1N7R6
EC Number
615-347-9

Properties

Computed structural properties

Topological polar surface area
141 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
9
Rotatable bonds
4
Heavy atoms
27

Physicochemical properties

Melting point
208 °C · 208 °C (dec.)(lit.)
Boiling point
684 ℃ · 684℃
refractive index
265 ° · 265 ° (C=0.1, H2O)
Flash point
87 °C · 87 °C
storage temp.
2 · Sealed in dry,2-8°C
solubility
4 OH · NH4OH 1 M: 50 mg/mL, clear, colorless

Safety & regulation

Safety data

F
3-10
PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
2
rtecs
XH8425000
hs_code
29411020
Toxicity
LD50 orl-rat: 10 g/kg ANTBAL 20,653,75

Chemistry & industry

Applications · 4 items

DescriptionAs a penicillin group of beta-lactam antibiotics, Ampicillin is the first broad-spectrum penicillin, which has in vitro activity against Gram-positive and Gram-negative aerobic and anaerobic bacteria, commonly used for preventing and treating bacterial infections of respiratory tract, urinary tract, middle ear, sinuses, stomach and intestines, bladder, and kidney, etc. caused by susceptible bacteria. It is also used to treat uncomplicated gonorrhea, meningitis, endocarditis salmonellosis, and other serious infections through administered by mouth, intramuscular injection or by intravenous infusion. Like all antibiotics, it is not effective for the treatment of viral infections. Ampicillin functions by killing the bacteria or preventing their growth. After penetrating Gram-positive and Gram-negative bacteria, it acts as an irreversible inhibitor of the enzyme transpeptidase needed by bacteria to make the cell wall, which results to the inhibition of cell wall synthesis and eventually leads to cell lysis.

UsesCommonly used to select for ampicillin resistance in mutated and transformed cells

UsesPenicillin antibacterial.

General DescriptionOdorless white microcrystalline powder with a bitter taste. A 0.25% solution in water has a pH of 3.5 to 5.5.

Suppliers101 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes

DefinitionChEBI: Ampicillin trihydrate is a hydrate. It contains an ampicillin.

Related reactions

27 records

Compound notes

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