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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C11H18N2O4S3.2ClH.H2O
Molecular Weight 767.87
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SEZOLAMIDE HYDROCHLORIDE HEMIHYDRATE

SMILES

O.Cl.Cl.CC(C)CN[C@H]1CCS(=O)(=O)C2=C1C=C(S2)S(N)(=O)=O.CC(C)CN[C@H]3CCS(=O)(=O)C4=C3C=C(S4)S(N)(=O)=O

InChI

InChIKey=OMDSCSHWFCXOSL-UCJAQVTMSA-N
InChI=1S/2C11H18N2O4S3.2ClH.H2O/c2*1-7(2)6-13-9-3-4-19(14,15)11-8(9)5-10(18-11)20(12,16)17;;;/h2*5,7,9,13H,3-4,6H2,1-2H3,(H2,12,16,17);2*1H;1H2/t2*9-;;;/m00.../s1

HIDE SMILES / InChI
Sezolamide (previously known as MK-417), a potent carbonic anhydrase inhibitor capable of reducing intraocular pressure after topical application, was under investigation for the treatment of glaucoma. . Sezolamide is the more potent of the two stereo isomers of MK-927 in inhibiting human carbonic anhydrase isoenzyme II, the isoenzyme found in ciliary processes. Sezolamide, the S-enantiomer of MK-927, has demonstrated activity in vitro approximately 80 times that of the R-enantiomer of MK-927 (concentrations of 0.54 nmolll and 44 nM, respectively, inhibiting activity of human carbonic anhydrase isoenzyme II by 50%). Clinically, sezolamide has also demonstrated greater activity than MK-927 both after single-dose and after twice daily administration in patients.

Approval Year

PubMed

PubMed

TitleDatePubMed
Urothelial hyperplasia induced by carbonic anhydrase inhibitors (CAIs) in animals and its relationship to urinary Na and pH.
1992-01
Patents

Sample Use Guides

A maximum intraocular pressure lowering activity from time-matched baseline diurnal curve values of about 20% was observed after multiple-dose twice daily administration of 1.8% sezolamide in patients with primary open angle glaucoma or ocular hypertension.
Route of Administration: Topical
Name Type Language
SEZOLAMIDE HYDROCHLORIDE HEMIHYDRATE
Preferred Name English
Code System Code Type Description
FDA UNII
03K812H9OC
Created by admin on Mon Mar 31 17:58:32 GMT 2025 , Edited by admin on Mon Mar 31 17:58:32 GMT 2025
PRIMARY
PUBCHEM
76966756
Created by admin on Mon Mar 31 17:58:32 GMT 2025 , Edited by admin on Mon Mar 31 17:58:32 GMT 2025
PRIMARY