6-아미노페니실란 산
6-Aminopenicillanic acid
기본 정보
- CAS
551-16-6- 표준 SMILES
CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(=O)O- InChIKey
NGHVIOIJCVXTGV-ALEPSDHESA-N- 분자식
- C8H12N2O3S
- 평균 분자량
- 216.26 g/mol
- 단동위원소 질량
- 216.05686342
개요
6-aminopenicillanic acid is a penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics. It has a role as an allergen. It is functionally related to a penicillanic acid. It is a conjugate acid of a 6-aminopenicillanate. It is a tautomer of a 6-aminopenicillanic acid zwitterion.
이름 및 식별자
- 우선 이름
- 6-Aminopenicillanic acid
- IUPAC
- (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 현지명
- 6-아미노페니실란 산
- 영어명
- 6-Aminopenicillanic acid
- 분자식
- C8H12N2O3S
- 분자량
- 216.26
이름 및 동의어
6-Aminopenicillanic acid551-16-66-ApaPenicinPenin6-ApsAminopenicillanic acid(+)-6-Aminopenicillanic acid(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid6-Aminopenicillamine acidPhenacyl 6-aminopenicillinate6-aminopenicillanate
이름 더 보기
6-아미노페니실란산6-아미노페니실란산Amoxicillin EP Impurity AAMoxicillin Related CoMpound A6-amino penicillanic acid(6-APA)6-AminoFlucloxacillin EP Impurity C6-AMINO-2,2-DIMETHYL-5-OXOPERHYDROAZETO[2,1-B][1,3]THIAZOLE-3-CARBOXYLIC ACID6-AMINO-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACIDAmoxicillin Related Compound A (15 mg) ((2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid)
DTXSID7046097QR0C4R7XVN6-amino-2,2-dimethylpenam-3alpha-carboxylic acidCHEBI:167056-APA cpdNSC-500714-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, (2S,5R,6R)-DTXCID5026097
물성
구조 계산 물성
- XLogP
- -2.1
- 극성 표면적
- 109 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 5
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 14
- 형식 전하
- 0
- 복잡도
- 318
실험 및 물리화학적 성질
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Metabolite of Penicillin G, Penicillin V
Dissociation Constants2.3
물리화학적 성질
- 녹는점
- 198 · 198-200 °C (dec.)(lit.)
- 끓는 점
- 460.2 · 460.2±45.0 °C(Predicted)
- 밀도
- 1.3418 · 1.3418 (rough estimate)
- 굴절률
- 1.63 · 1.6300 (estimate)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 2.46 g/L · 2.46g/L
- 산도 계수 (pKa)
- 2.3 · pKa 2.3 (Uncertain)
- 물리적 상태
- 고운 가루
- 색상
- 흰색에서 크림색으로
- 수소이온지수(pH)
- 3.4 · 3.4 (100g/l, H2O)
- 수용성
- 물과 염산에 용해됩니다.
- Merck
- 14 · 14,458
- BRN
- 15080 · 15080
- 안정성
- 감광성
- InChI
- 1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 79.4% (50 of 63) of all reports.
Danger
H317 (15.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 63 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory InformationREACH registered substance: 6-aminopenicillanic acid (EC: 208-993-4)
Hazard Classes and CategoriesSkin Sens. 1 (15.9%)
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- XH8225000
- HS 번호
- 29349990
- risk_code
- 42/43
- hazard_code
- Xn
- safety_code
- 22-36/37-45-37-24-36
- 기존화학 물질
- KE-01319
- F 고인화성물질
- 10
- Hazard Classifications
- Eye Irrit. 2
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Tissue LocationsKidney
Cellular LocationsCytoplasm
용도 및 제조
General Manufacturing Information4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, (2S,5R,6R)-: INACTIVE
응용 분야
용도(+)-6-Aminopenicillanic Acid is the core structure in penicillins, obtained from the fermentation brew of the Penicillium mold. (+)-6-Aminopenicillanic Acid is used as the main starting block for the preparation of numerous semisynthetic penicillins.
일반 설명Chemical structure: -lactam
상·하류 제품 정보
상류 원료
하류 제품
관련 반응
65건
화합물 노트
불러오는 중…