기본 정보
- CAS
1164547-86-7- 표준 SMILES
CC(=O)N=c1sc(S(N)(=O)=O)nn1C- InChIKey
FLOSMHQXBMRNHR-UHFFFAOYSA-N- 분자식
- C5H8N4O3S2
- 평균 분자량
- 236.3 g/mol
- 단동위원소 질량
- 236.00378248
개요
Methazolamide is a sulfonamide and a member of thiadiazoles.
이름 및 식별자
- 우선 이름
- Methazolamide
- IUPAC
- N-(3-methyl-5-sulfamoyl-1,3,4-thiadiazol-2-ylidene)acetamide
- 영어명
- Methazolamide
- 분자식
- C5H8N4O3S2
- 분자량
- 236.27
이름 및 동의어
methazolamide554-57-4MethenamideNeptazaneatNeptazaneNaptazaneMetazolamidaN-(3-methyl-5-sulfamoyl-1,3,4-thiadiazol-2-ylidene)acetamideMethazolamide, (Z)-C5H8N4O3S2Prestwick1_000802N-(3-Methyl-5-Sulfamoyl-1,3,4-Thiadiazol-2(3h)-Ylidene)acetamide
이름 더 보기
CL 8490NeptazaL 584601MethazolamidMathazolamide
Oprea1_161738BRN 0232387DTXSID1023281MFCD00083416L584601NSC-758426Acetamide, N-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]-N-[(2E)-3-Methyl-5-sulfamoyl-2,3-dihydro-1,3,4-thiadiazol-2-ylidene]acetamide
데이터베이스 식별자
- CAS
1164547-86-7、554-57-4- PubChem CID
- 4100
- DTXSID
DTXSID1023281- ChEMBL
CHEMBL19- ChEBI
CHEBI:6822- UNII
- DA43GW06P1、W733B0S9SD
- Nikkaji
- J2.070B
물성
구조 계산 물성
- XLogP
- 0.1
- 극성 표면적
- 139 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 6
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 14
- 형식 전하
- 0
- 복잡도
- 419
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
LogP0.13
Solubility>35.4 [ug/mL] (The mean of the results at pH 7.4)
Human DrugsPharmaceuticals
Dissociation Constants7.30
Collision Cross Section144.86 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 208 °C · 208 °C (dec.) (lit.)
- 끓는 점
- 402 · 402.0±28.0 °C(Predicted)
- 밀도
- 1.6625 · 1.6625 (rough estimate)
- 굴절률
- 1.627 · 1.6270 (estimate)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 20 mg/mL, · DMSO: 용해성20mg/mL, 투명
- 물리적 상태
- 백색분말
- 산도 계수 (pKa)
- 7.3 · 7.30(at 25℃)
- 색상
- 흰색에서 베이지색
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- 3
- rtecs
- AC6350000
- HS 번호
- 2935904000
- risk_code
- 20/21/22-40
- hazard_code
- Xn
- safety_code
- 22-36
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralCarc. 2
- 스토리지 클래스
- 11 - Combustible Solids
- 유해 물질 데이터
- 554-57-4(Hazardous Substances Data)
화학 및 산업
약리 정보
Protein Binding55%
Pharmacodynamics
Methazolamide is topical carbonic anhydrase inhibitor. Methazolamide is indicated for the reduction of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension who are insufficiently responsive to beta-blockers. Methazolamide is a sulfonamide derivative; however, it does not have any clinically significant antimicrobial properties. Although methazolamide achieves a high concentration in the cerebrospinal fluid, it is not-considered an effective anticonvulsant. Methazolamide has a weak and transient diuretic effect, therefore use results in an increase in urinary volume, with excretion of sodium, potassium and chloride.
Mechanism of Action
Methazolamide is a potent inhibitor of carbonic anhydrase. Inhibition of carbonic anhydrase in the ciliary processes of the eye decreases aqueous humor secretion, presumably by slowing the formation of bicarbonate ions with subsequent reduction in sodium and fluid transport.
Biological Half-Life14 hours
Absorption, Distribution and Excretion
Methazolamide is well absorbed from the gastrointestinal tract.
17 to 23 L
용도 및 제조
Use ClassificationPharmaceuticals
응용 분야
개요Methazolamide is a carbonic anhydrase inhibitor (IC50 = 130 nM). It reduces intraocular pressure and cerebrospinal fluid flow in a rat model of glaucoma. Methazolamide reduces electroshock-induced seizures in rats with an ED50 value of 19.2 mg/kg. It also inhibits production of reactive oxygen species (ROS) in a primary cortical neuron (PCN) cellular model of subarachnoid hemorrhage (SAH) and reduces cerebral edema in a mouse model of SAH. Methazolamide is larvicidal, with a larvicidal concentration (LC50) value of 724 ppm, but has no activity when administered in the diet to adult A. aegypti. Formulations containing methazolamide have been used for the treatment of glaucoma.
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