CAS Number69-53-4
Synonymsamfipen; qidamp; ay-6108; binotal; Wymox; Unasyn; MFCD00072036; p-50; ab-pc; EINECS 200-709-7
Molecular FormulaC16H19N3O4S
Molecular Weight349.40
Purity96.0-102.0 (anhydrous basis)%
Density1.6±0.1 g/cm3
Boiling Point644.5±65.0 °C at 760 mmHg
Melting Point208 °C (dec.) (lit.)
Appearancesolid
EINECS200-709-7
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 69-53-4 |
| Catalog No. | 2A-9009180 |
| Chinese Name | 氨苄西林 |
| Synonyms | amfipen; qidamp; ay-6108; binotal; Wymox; Unasyn; MFCD00072036; p-50; ab-pc; EINECS 200-709-7 |
| Molecular Formula | C16H19N3O4S |
| Molecular Weight | 349.40 |
| Purity | 96.0-102.0 (anhydrous basis) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 644.5±65.0 °C at 760 mmHg |
| Melting Point | 208 °C (dec.) (lit.) |
| Appearance | solid |
| Water Solubility | NH4OH 1 M: 50 mg/mL, clear, colorless |
| Storage Condition | This product should be sealed and stored dry at 4° |
| Packaging | I; II; III |
| Application | Ampicillin is a broad-spectrum beta-lactam antibiotic suitable for a variety of Gram-positive and Gram-negative bacteria. |
| EINECS | 200-709-7 |
| HTC | 2941109200 |
| PubChem ID | 24891442 |
| MDL Number | MFCD00005175 |
| SMILES | [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3)C(O)=O |
| 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 |
| InChI Key | AVKUERGKIZMTKX-NJBDSQKTSA-N |
| Beilstein/REAXYS | 1090925 |
| NACRES Code | NA.85 |
| UNSPSC | 51281703 |
| MSDS | msds/9180_1_69_53_4.pdf |
| Use of | Ampicillin is a broad-spectrum beta-lactam antibiotic against a variety of gram-positive and gram-negative bacteria. Properties Articles1074 Name ampicillin Synonym More Synonyms Ampicillin Biological Activity 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]. 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. Chemical & Physical Properties Molecular Formula C16H19N3O4S Exact Mass 349.109619 PSA 138.03000 Index of Refraction 1.724 InChIKey AVKUERGKIZMTKX-NJBDSQKTSA-N Stability Stable, but may be moisture sensitive. Incopmpatible with strong oxidizing agents. Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : 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 : LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C16-H19-N3-O4-S MOLECULAR WEIGHT : 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 : SPECIES OBSERVED : Human - man DOSE/DURATION : 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 : SPECIES OBSERVED : Human - woman DOSE/DURATION : TOXIC EFFECTS : Blood - agranulocytosis Blood - thrombocytopenia TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 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 : 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 : 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 : 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 : 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 : 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 : SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 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 : 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 : 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 : 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 : TOXIC EFFECTS : TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Parenteral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 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 : 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 : 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 : SEX/DURATION : female 4-13 day(s) after conception TOXIC EFFECTS : MUTATION DATA TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Human Lymphocyte DOSE/DURATION : REFERENCE : Safety Information 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 RIDADR NONH for all modes of transport WGK Germany 2 RTECS XH8425000 Packaging Group I; II; III HS Code 2941109200 Synthetic Route 6-Aminopenicill... Ampicillin Literature: Xue, Ping; Song, Xiao Dan; Cao, Xue Rong Chinese Chemical Letters, 2010 , vol. 21, # 7 p. 765 - 768 6-Aminopenicill... D(-)Phenylglyci... D-2-Phenylglyci... Ampicillin Literature: Van Langen, Luuk M.; Oosthoek, Natasja H. P.; Van Rantwijk, Fred; Sheldon, Roger A. Advanced Synthesis and Catalysis, 2003 , vol. 345, # 6-7 p. 797 - 801 6-Aminopenicill... methyl (R)-amin... 24461-61-8 Ampicillin Literature: Youshko; Svedas Advanced Synthesis and Catalysis, 2002 , vol. 344, # 8 p. 894 - 898 Precursor & DownStream 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... 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... |
| Transport Info | Product Name: Ampicillin |
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