기본 정보
- CAS
144-75-2- 표준 SMILES
O=S(O)CNc1ccc(S(=O)(=O)c2ccc(NCS(=O)O)cc2)cc1- InChIKey
NEDPPCHNEOMTJV-UHFFFAOYSA-N- 분자식
- C14H16N2O6S3
- 평균 분자량
- 404.5 g/mol
- 단동위원소 질량
- 404.01704923
개요
Aldesulfone is a sulfonamide.
이름 및 식별자
- 우선 이름
- Sulfoxone
- IUPAC
- [4-[4-(sulfinomethylamino)phenyl]sulfonylanilino]methanesulfinic acid
- 현지명
- 설폭손
- 영어명
- sulfoxone
- 분자식
- C14H16N2O6S3
- 분자량
- 404.48
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
144-75-2、144-76-3- PubChem CID
- 5351
- DTXSID
DTXSID80162594- ChEMBL
CHEMBL1570- ChEBI
CHEBI:135651- UNII
- 0G3C18OH4D
물성
구조 계산 물성
- XLogP
- 1.2
- 극성 표면적
- 180 Ų
- 수소 결합 공여자 수
- 4
- 수소 결합 수용자 수
- 10
- 회전 가능 결합 수
- 8
- 무거운 원자 수
- 25
- 형식 전하
- 0
- 복잡도
- 520
실험 및 물리화학적 성질
물리화학적 성질
- 끓는 점
- 857.3 · 857.3±75.0 °C(Predicted)
- 밀도
- 1.753 · 1.753±0.06 g/cm3(Predicted)
- 산도 계수 (pKa)
- 2.58 · 2.58±0.10(Predicted)
화학 및 산업
약리 정보
Pharmacodynamics
Sulfoxone is a sulfonamide antibiotic. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of <i>p</i>-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.
Mechanism of Action
Sulfoxone is a competitive inhibitor of bacterial enzyme dihydropteroate synthetase. The normal substrate for the enzyme, para-aminobenzoic acid (PABA) cannot bind as usual. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.
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