기본 정보
- 표준 SMILES
CCn1cc(C(=O)O)c(=O)c2cnc(N3CCNCC3)nc21- InChIKey
JOHZPMXAZQZXHR-UHFFFAOYSA-N- 분자식
- C14H17N5O3
- 평균 분자량
- 303.32 g/mol
- 단동위원소 질량
- 303.1331394
개요
Pipemidic acid is a pyridopyrimidine that is 5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid substituted at position 2 by a piperazin-1-yl group and at position 8 by an ethyl group. A synthetic broad-spectrum antibacterial, it is used for treatment of gastrointestinal, biliary, and urinary infections. It has a role as an antibacterial drug and a DNA synthesis inhibitor. It is a monocarboxylic acid, an amino acid, a pyridopyrimidine, a N-arylpiperazine and a quinolone antibiotic.
이름 및 식별자
- 우선 이름
- Pipemidic Acid
- IUPAC
- 8-ethyl-5-oxo-2-piperazin-1-ylpyrido[2,3-d]pyrimidine-6-carboxylic acid
이름 및 동의어
pipemidic acid51940-44-4PipedacPipemidAcido pipemidicoAcide pipemidiqueAcidum pipemidicumpipeaciduropimidFiltraxPipemidatePipurin
이름 더 보기
TracturUrostenUrovalNurilPi-coli8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acidMemento 400PIPEMIDIC ACID ANHYDROUS
데이터베이스 식별자
- CAS
51940-44-4- PubChem CID
- 4831
- DTXSID
DTXSID3023479- ChEMBL
CHEMBL30116- ChEBI
CHEBI:75250- UNII
- LT12J5HVR8
- EC Number
- 257-530-2
- Nikkaji
- J10.405A
물성
구조 계산 물성
- XLogP
- -2.1
- 극성 표면적
- 98.7 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 8
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 22
- 형식 전하
- 0
- 복잡도
- 489
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Antibiotics
LogP-2.15
Solubility0.322 mg/mL at 25 °C
Human DrugsPharmaceuticals
Melting Point253 - 255 °C
Physical DescriptionSolid
Collision Cross Section
185.6 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with Waters Major Mix]
171 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
172.63 Ų [M+H]+
안전 및 규제
GHS 분류
GHS Classification
Danger
H317 (97.6%): 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 41 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Other Safety InformationIMAP assessments - Pyrido[2,3-d]pyrimidine-6-carboxylic acid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)-: Environment tier I assessment
Hazard Classes and CategoriesSkin Sens. 1 (97.6%)
화학 및 산업
약리 정보
ATC Code
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
Mechanism of ActionPipemidic acid is a quinolone antibacterial, which acts by inhibiting the bacterial DNA gyrase DNA topoisomerase IV.
MeSH Pharmacological Classification
Substances capable of killing agents causing urinary tract infections or of preventing them from spreading.
Substances that inhibit the growth or reproduction of BACTERIA.
용도 및 제조
UsesUse (kg; approx.) in Germany (2009): >10
Use ClassificationPharmaceuticals
관련 반응
33건
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