6-Aminopenicillanic acid (HCID 11082)

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 acidPhenacyl 6-aminopenicillinate6-Aminopenicillamine acid6-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)

DTXSID7046097QR0C4R7XVNCHEBI:16705NSC-500716-amino-2,2-dimethylpenam-3alpha-carboxylic acid4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-, (2S,5R,6R)-DTXCID5026097CHEBI:30938

데이터베이스 식별자

CAS: 551-16-6
PubChem CID: 11082
DTXSID: DTXSID7046097
ChEMBL: CHEMBL1236749
ChEBI: CHEBI:16705
UNII: QR0C4R7XVN
EC Number: 208-993-4
Nikkaji: J14.224G

물성

구조 계산 물성

XLogP: -2.1
극성 표면적: 109 Å²
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 · 2건

Pharmaceuticals -> Metabolite of Penicillin G, Penicillin V

Pharmaceuticals -> Antibiotics

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
InChIKey: NGHVIOIJCVXTGV-SDKNWNMFSA-N
SMILES: CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O
LogP: -3.87 at · -3.87 at 22.5℃
EPA: 6 · 6-Aminopenicillanic acid (551-16-6)

화학적 성질

WHITE TO CREAM FINE POWDER

안전 및 규제

GHS 분류

GHS Classification · 5건

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 InformationStatus: Active Update: 17-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/14138

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 · 2건

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

암피실린 무수산염 비스(2-디메틸아미노에틸)에테르 Imine 페니실린 G 칼륨 암피실린 트리수화물 암모늄 비카보네이트

하류 제품

Piperacillin CARBENICILLIN Penicillin G Primaxin monohydrate Oxacillin sodium monohydrate Flucloxacillin sodium [2S-(2alpha,5alpha,6alpha)]-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2S-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (3S)-6,6-Dibromo-2,2-dimethylpenam-3-carboxylic acid 1,1-dioxide 메티실린 4-티아졸 카르복실산 6β-Phthalimidopenicillanic Acid

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

추가 설명 · 1건

정의ChEBI: 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 ph rmacologic characteristics.

연결된 노트

불러오는 중…

6-아미노페니실란 산

기본 정보

개요