Ampicillin

Modify Date: 2025-08-21 14:43:24

Ampicillin structure	Common Name	Ampicillin
	CAS Number	69-53-4	Molecular Weight	349.405
	Density	1.6±0.1 g/cm3	Boiling Point	644.5±65.0 °C at 760 mmHg
	Molecular Formula	C₁₆H₁₉N₃O₄S	Melting Point	198-200 °C (dec.)(lit.)
	MSDS	Chinese USA	Flash Point	343.6±34.3 °C
	Symbol	GHS07, GHS08	Signal Word	Danger

Use of Ampicillin

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

Name	ampicillin
Synonym	More Synonyms

Description	Ampicillin is a broad-spectrum beta-lactam antibiotic against a variety of gram-positive and gram-negative bacteria.
Related Catalog	Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection
In Vitro	Ampicillin inhibits the growth of E. coli of swine origin in a dose-dependent manner. The effective inhibitory concentration of Ampicillin was 2.5 uG/mL[1].
In Vivo	Ampicillin is very effective in alleviating the symptoms of hemorrhagic enteritis in a 11-week old pig[1]. Ampicillin produces maximum concentrations in bile twice as high as in serum. The peak concentration of ampicillin after an oral dose is as twice as high in portal blood as in peripheral blood[2]. Ampicillin provides neuroprotection against ischemia-reperfusion brain injury. Ampicillin reduces the activities of MMPs and increases the expression level of GLT-1. Pretreatment with ampicillin significantly reduces medial hippocampal cell death following global forebrain ischemia[3].
Animal Admin	Mice: Ampicillin is dissolved in normal saline. Male C57BL/6 mice were anesthetized with halothane and subjected to bilateral common carotid artery occlusion for 40 min. Before transient forebrain ischemia, ampicillin (200 mg/kg, intraperitoneally [i.p.]) or penicillin G (6,000 U/kg or 20,000 U/kg, i.p.) was administered daily for 5 days. In the control animals, saline was administered at the same volume and time schedule[3].
References	[1]. Chopra SL, et al. Effect of Ampicillin on E. Coli of Swine Origin. Can J Comp Med Vet Sci. 1963 Sep;27(9):223-7. [2]. Lund B, et al. Ampicillin in portal and peripheral blood and bile after oral administration of ampicillin andpivampicillin. Eur J Clin Pharmacol. 1974;7(2):133-5. [3]. Lee KE, et al. The neuroprotective mechanism of ampicillin in a mouse model of transient forebrain ischemia. Korean J Physiol Pharmacol. 2016 Mar;20(2):185-92.

Density	1.6±0.1 g/cm3
Boiling Point	644.5±65.0 °C at 760 mmHg
Melting Point	198-200 °C (dec.)(lit.)
Molecular Formula	C₁₆H₁₉N₃O₄S
Molecular Weight	349.405
Flash Point	343.6±34.3 °C
Exact Mass	349.109619
PSA	138.03000
LogP	1.65
Vapour Pressure	0.0±2.0 mmHg at 25°C
Index of Refraction	1.724
InChIKey	AVKUERGKIZMTKX-NJBDSQKTSA-N
SMILES	CC1(C)SC2C(NC(=O)C(N)c3ccccc3)C(=O)N2C1C(=O)O
Stability	Stable, but may be moisture sensitive. Incopmpatible with strong oxidizing agents.
Water Solubility	NH4OH 1 M: 50 mg/mL, clear, colorless

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XH8350000

CHEMICAL NAME :: 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3- dimethyl-7-oxo-, D-(-)-

CAS REGISTRY NUMBER :: 69-53-4

LAST UPDATED :: 199806

DATA ITEMS CITED :: 31

MOLECULAR FORMULA :: C16-H19-N3-O4-S

MOLECULAR WEIGHT :: 349.44

WISWESSER LINE NOTATION :: T45 ANV ESTJ CMVYZR& F1 F1 GVQ -D

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 400 mg/kg/4W-I

TOXIC EFFECTS :: Blood - agranulocytosis Blood - other changes Nutritional and Gross Metabolic - body temperature increase

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 160 mg/kg/4D-I

TOXIC EFFECTS :: Blood - agranulocytosis Blood - thrombocytopenia

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >3 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3250 mg/kg

TOXIC EFFECTS :: Brain and Coverings - recordings from specific areas of CNS Behavioral - somnolence (general depressed activity)

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >5 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4600 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intracerebral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 380 mg/kg

TOXIC EFFECTS :: Behavioral - hallucinations, distorted perceptions Behavioral - excitement Musculoskeletal - changes in teeth and supporting structures

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >3 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 28 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: >100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 7500 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2500 mg/kg

SEX/DURATION :: female 4-13 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - extra-embryonic structures (e.g., placenta, umbilical cord) Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - fetal death

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 28 mg/L

REFERENCE :: HUTODJ Human Toxicology. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants., RG 21 2XS, UK) V.1- 1981- Volume(issue)/page/year: 3,173,1984 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,153,1990 IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,153,1990 IARC Cancer Review:Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,153,1990 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.1 mg/m3 JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81707 No. of Facilities: 1320 (estimated) No. of Industries: 2 No. of Occupations: 4 No. of Employees: 2942 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81707 No. of Facilities: 1250 (estimated) No. of Industries: 2 No. of Occupations: 13 No. of Employees: 42346 (estimated) No. of Female Employees: 32858 (estimated)

Symbol	GHS07, GHS08
Signal Word	Danger
Hazard Statements	H315-H317-H319-H334-H335
Precautionary Statements	P261-P280-P284-P304 + P340-P305 + P351 + P338-P342 + P311
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes	Xn:Harmful
Risk Phrases	R36/37/38;R42/43
Safety Phrases	S22-S26-S36/37
RIDADR	NONH for all modes of transport
WGK Germany	2
RTECS	XH8425000
Packaging Group	I; II; III
HS Code	2941109200

Precursor 8
CAS#:551-16-6 6-Aminopenicill... CAS#:700-63-0 D(-)Phenylglyci... CAS#:24461-61-8 methyl (R)-amin... CAS#:3412-49-5 (R)-4-HYDROXYME...
CAS#:19883-41-1 H-D-Phg-OMe．HCl CAS#:15028-40-7 methyl 2-amino-... CAS#:33817-20-8 pivampicillin CAS#:37661-08-8 Bacampicillin h...
DownStream 8
CAS#:37091-66-0 Azlocillin CAS#:551-16-6 6-Aminopenicill... CAS#:875-74-1 D-2-Phenylglycine CAS#:47747-56-8 4-Thia-1-azabic...
CAS#:51481-65-3 Mezlocillin CAS#:61-33-6 Penicillin-G CAS#:1252608-05-1 2-formyl-5,5-di... CAS#:611-73-4 Phenylglyoxylic acid

HS Code	2941109200

Fine mapping and characterization of the L-polymerase-binding domain of the respiratory syncytial virus phosphoprotein.

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The minimum requirement for an active RNA-dependent RNA polymerase of respiratory syncytial virus (RSV) is a complex made of two viral proteins, the polymerase large protein (L) and the phosphoprotein...

BBS4 directly affects proliferation and differentiation of adipocytes.

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Name: Antimicrobial activity against Bifidobacterium thermophilum ATCC 25866
Source: ChEMBL
Target: Bifidobacterium thermophilum
External Id: CHEMBL910836

Name: Antimicrobial activity against Bifidobacterium breve R0070
Source: ChEMBL
Target: Bifidobacterium breve
External Id: CHEMBL910837

Name: Antibacterial activity against Escherichia coli ATCC 25922 after 24 hr by two-fold se...
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL3069285

Name: Antimicrobial activity against 60 min 1 M HCl-stressed Bifidobacterium animalis ATCC ...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL910838

Name: Antibacterial activity against Escherichia coli clinical isolate expressing extended ...
Source: ChEMBL
Target: Escherichia coli
External Id: CHEMBL3069284

Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase

Name: Antimicrobial activity against 60 min 1 M HCl-stressed Bifidobacterium bifidum R0071 ...
Source: ChEMBL
Target: Bifidobacterium bifidum
External Id: CHEMBL910839

Name: Antibacterial activity against Enterococcus faecalis ATCC 29212 after 24 hr by two-fo...
Source: ChEMBL
Target: Enterococcus faecalis
External Id: CHEMBL3069287

Name: Antimicrobial activity against Bifidobacterium longum ATCC 15708
Source: ChEMBL
Target: Bifidobacterium longum
External Id: CHEMBL910832

Name: Antibacterial activity against Enterococcus faecalis clinical isolate after 24 hr by ...
Source: ChEMBL
Target: Enterococcus faecalis
External Id: CHEMBL3069286

Total 6453, Current Page 1 of 646

amfipen

qidamp

ay-6108

binotal

Wymox

Unasyn

(2S,5R,6R)-6-[(R)-2-Amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

MFCD00072036

p-50

ab-pc

EINECS 200-709-7

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Ampicillin

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