A9393

Ampicillin

anhydrous, 96.0-102.0% (anhydrous basis)

• 동의어(들): (-)-6-(2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, Ampicillin acid, Ampicillin anhydrous, D-(−)-α-Aminobenzylpenicillin
• 실험식(Hill 표기법): C₁₆H₁₉N₃O₄S
• CAS Number: 69-53-4
• Molecular Weight: 349.40
• Beilstein: 1090925
• EC Number: 200-709-7
• MDL number: MFCD00005175
• UNSPSC 코드: 51281703
• PubChem Substance ID: 24891442
• NACRES: NA.85

속성

• Quality Level: 200
• 분석: 96.0-102.0% (anhydrous basis)
• 양식: solid
• pKa(25 °C): 2.5 (COOH); 7.3 (NH2)
• mp: 208 °C (dec.) (lit.)
• 항생제 활성 스펙트럼: Gram-negative bacteria; Gram-positive bacteria
• 동작 모드: cell wall synthesis | interferes
• 저장 온도: 2-8°C
• SMILES string: [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

설명

일반 설명

Chemical structure: ß-lactam

애플리케이션

Ampicillin has been used to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, certain bloodstream infections, and has been used to develop PCR assays to detect resistance genes in cerebrospinal fluid.[1][2][3][4]

생화학적/생리학적 작용

β-lactams are inactivated by β-lactamases and for this reason ampicillin is used with a β-lactamase inhibitor.[5][6][7]

Mode of Action: Ampicillin is a semisynthetic penicillin and a ß-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

Mode of Resistance: Administration with ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Effective against both Gram-positive (similar to benzylpenicillin) and Gram-negative bacteria (similar to tetracyclines and chloramphenicol.

주의사항

This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. Additional studies have shown that the stability of Ampicillin in solution is a function of pH, temperature and the identity of the buffer. It′s activity is quickly lost when stored above pH 7. Optimal storage conditions are suggested as 2-8°C, and pH 3.8-5 where its activity was retained at 90%+ for a week.

제조 메모

Ampicillin is reported as slightly soluble in water, practically insoluble in alcohol, chloroform, ether and fixed oils but soluble in dilute acids or bases. The solution should not be autoclaved; a stock solution should be sterilized through filtration and stored frozen, where it will be stable for months.

기타 정보

Store under argon. Keep container tightly closed in a dry and well-ventilated place, hygroscopic.

안전성 정보

• 픽토그램: GHS08
• 신호어: Danger
• 유해 및 위험 성명서: H317,H334
• 예방조치 성명서: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Faceshields, Gloves