암피실린 무수산염
암피실린무수산염 · Nonane-1,9-diamine · Ampicillin Sulbactam · Wymox · Unasyn · penbritin · principen · viccillin
식별자 및 물리적 특성
| CAS No. | 69-53-4 |
|---|---|
| 분자식 | C16H19N3O4S |
| 평균 분자량 | 349.4 g/mol |
| 단동위원소 질량 | 349.10962709 g/mol |
| SMILES | CC1(C)SC2C(NC(=O)C(N)c3ccccc3)C(=O)N2C1C(=O)O |
| InChIKey | AVKUERGKIZMTKX-UHFFFAOYSA-N |
| PubChem CID | 2174 |
| ChEMBL | CHEMBL1617921 |
| ChEBI | CHEBI:94334 |
| DTXSID | DTXSID20859077 |
| 현지명 | 암피실린 무수산염 |
화학 및 물리적 성질
| XLogP | -1.1 |
|---|---|
| 극성 표면적 | 138 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 6 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 24 |
| 형식 전하 | 0 |
| 복잡도 | 562 |
| 녹는점 | 198-200 °C (dec.)(lit.) |
| 끓는 점 | 201.8°C (rough estimate) |
| 밀도 | 1.2794 (rough estimate) |
| 굴절률 | 1.6320 (estimate) |
| 저장 조건 | 2-8°C |
| 용해도 | NH4OH 1 M: 50 mg/mL, 투명, 무색 |
| 물리적 상태 | 고체 |
| 색상 | 흰색에서 연한 노란색 |
| pKa(산도 계수) | 2.5 (COOH)(at 25℃) |
| 생물학적 소스 | microbial |
| 용해도 | 13.9g/L(25℃) |
| JECFA Number | 85 |
| Merck | 13,591 |
| BRN | 1090925 |
| 안정성 | 안정적이지만 습기에 민감할 수 있습니다. 강한 산화제와 호환되지 않습니다. |
| 주요 응용 | 임상 시험 |
| 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 |
| InChIKey | AVKUERGKIZMTKX-NJBDSQKTSA-N |
| SMILES | [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3)C(O)=O |
| EPA | Ampicillin (69-53-4) |
화학적 성질
Ampicillin in anhydrous form occurs as crystals.
안전 및 규제
| 수질 위해 등급(WGK) | 2 |
|---|---|
| RTECS 번호 | XH8425000 |
| 독성 | LD50 oral in mouse: > 5gm/kg |
| 관세 코드 | 29212900 |
| 위험 문구(R) | 36/37/38-42/43-61 |
| 위험 표시 | Xn,T |
| 안전 문구(S) | 22-26-36/37-45-53 |
| 기존화학 물질 | KE-01538 |
| F 고인화성물질 | 10-23 |
| 자연 발화 온도 | 301°C |
| 위험 등급 | Resp. Sens. 1Skin Sens. 1 |
| 저장 분류 | 11 - Combustible Solids |
| 유해 물질 데이터 | 69-53-4(Hazardous Substances Data) |
용도
개요
Ampicillin is an antibacterial antibiotic from the α-aminobenzyl penicillin group, which differs from penicillin by the presence of an amino group that facilitates penetration through the outer membrane of some gram-negative bacteria. Ampicillin is Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic. Ampicillin acts by interfering directly with the biosynthesis of peptidoglycan, which constitutes the major component of the bacterial cell wall, leading to structural instability and death of bacteria. Ampicillin is a β-lactam antibiotic within the penicillin family. As a member of this family, Ampicillin is susceptible to β-lactamase, which hydrolyzes the β-lactam ring. This broad spectrum antibiotic is effective against gram-positive, gram-negative bacteria and anaerobic bacteria. Ampicillin is widely used in cell culture as a selective agent. As an antibiotic, Ampicillin binds to penicillin binding proteins (PBPs) on a susceptible organism and Inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane. After binding to the PBPs, Ampicilin acts as a structural analogue of acyl-D-alanyl-D-alanine, acylates the transpeptidase enzyme and thereby prevents the cross-linking of the peptidoglycan of the cell wall necessary for the growth of the bacterium. Ampicillin sodium can be used as a selective agent in several types of isolation media. Ampicillin sodium is routinely used to select for cells containing the pcDNA3.1 and pEAK10 resistance plasmids in cell line A904L at an effective concentration of 50 μg/ml.
용도
Labelled Ampicillin. Orally active, semi-synthetic antibiotic; structurally related to penicillin. Antibacterial.
일반 설명
Ampicillin was synthesized by Beecham Research Laboratories in 1961 and evaluated for its anti-gram-negative activity by Rolinson et al.. It was the first semisynthetic penicillin showing strong activity against gramnegative bacilli. Although it is hydrolyzed by bacterial penicillinase, it is active against Escherichia coli, Shigella, Proteus mirabilis, and Haemophilus influenzae and is used very widely as an oral antibiotic. Ampicillin also is used by injection for serious infections.