All FDA-approved EMA-approved PMDA-approved
Target Card Uniprot Example: P23975

methazolamide 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
	1741	554-57-4

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: N-Methylacetazolamide metazolamide methazolamide neptazane neptazaneat methenamide	A carbonic anhydrase inhibitor that is used as a diuretic and in the treatment of glaucoma. Molecular weight: 236.26 Formula: C5H8N4O3S2 CLOGP: 0.09 LIPINSKI: 0 HAC: 7 HDO: 1 TPSA: 105.19 ALOGS: -2.13 ROTB: 1 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Drug dosage:

Dose	Unit	Route
0.20	g	O

ADMET properties:

Property	Value	Reference
BDDCS (Biopharmaceutical Drug Disposition Classification System)	3	Benet LZ, Broccatelli F, Oprea TI
S (Water solubility)	0.70 mg/mL	Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine)	61 %	Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose)	21.16 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

Date	Agency	Company	Orphan
Jan. 26, 1959	FDA	LEDERLE

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Nerve degeneration	78.89	72.74	11	517	197	34956206

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Nerve degeneration	81.75	51.02	11	651	280	79743446
Renal neoplasm	60.52	51.02	11	651	1997	79741729
Abdominal rigidity	55.80	51.02	11	651	3077	79740649
Renal mass	54.94	51.02	11	651	3329	79740397

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	S01EC05	SENSORY ORGANS OPHTHALMOLOGICALS ANTIGLAUCOMA PREPARATIONS AND MIOTICS Carbonic anhydrase inhibitors
MeSH PA	D002257	Carbonic Anhydrase Inhibitors
MeSH PA	D004232	Diuretics
MeSH PA	D004791	Enzyme Inhibitors
MeSH PA	D045283	Natriuretic Agents

Drug Use | Suggest Off label Use Form| |View source of the data|

Disease	Relation	SNOMED_ID	DOID
Open-angle glaucoma	indication	84494001	DOID:1067
Secondary glaucoma	indication	95717004
Angle-closure glaucoma	indication	392291006	DOID:13550
Malignant glaucoma	off-label use	10100008
Renal tubular acidosis	contraindication	1776003	DOID:14219
Respiratory acidosis	contraindication	12326000
Hyperkalemia	contraindication	14140009
Metabolic acidosis, normal anion gap, acidifying salts	contraindication	18104000
Diabetes mellitus type 2	contraindication	44054006	DOID:9352
Diabetes mellitus type 1	contraindication	46635009	DOID:9744
Acute nephropathy	contraindication	58574008
Hepatic failure	contraindication	59927004
Decreased respiratory function	contraindication	80954004
Hyponatremia	contraindication	89627008
Gout	contraindication	90560007	DOID:13189
Kidney disease	contraindication	90708001	DOID:557
Disease of blood AND/OR blood-forming organ	contraindication	191124002	DOID:74
Disease of liver	contraindication	235856003	DOID:409
Disorder of electrolytes	contraindication	237840007
Primary adrenocortical insufficiency	contraindication	373662000
Recurrent Calcium Renal Calculi	contraindication

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	7.28	acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
Carbonic anhydrase 4	Enzyme	P22748	CAH4_HUMAN	INHIBITOR	Ki	6.62		CHEMBL	CHEMBL
Carbonic anhydrase 7	Enzyme	P43166	CAH7_HUMAN	INHIBITOR	Ki	8.68		CHEMBL	CHEMBL
Carbonic anhydrase 1	Enzyme	P00915	CAH1_HUMAN	INHIBITOR	Ki	7.85		CHEMBL	CHEMBL
Carbonic anhydrase 2	Enzyme	P00918	CAH2_HUMAN	INHIBITOR	Ki	8.05		CHEMBL	CHEMBL
Carbonic anhydrase 5B, mitochondrial	Enzyme	Q9Y2D0	CAH5B_HUMAN		Ki	7.21		CHEMBL
Carbonic anhydrase 3	Enzyme	P07451	CAH3_HUMAN		Ki	8.96		CHEMBL
Carbonic anhydrase 6	Enzyme	P23280	CAH6_HUMAN		Ki	8		CHEMBL
Carbonic anhydrase 14	Enzyme	Q9ULX7	CAH14_HUMAN		Ki	7.37		CHEMBL
Carbonic anhydrase 13	Enzyme	Q8N1Q1	CAH13_HUMAN		Ki	7.72		CHEMBL
Carbonic anhydrase	Enzyme	O43570 P00915 P00918 P07451 P22748 P23280 P35218 P43166 Q16790 Q8N1Q1 Q9ULX7 Q9Y2D0	CAH12_HUMAN CAH1_HUMAN CAH2_HUMAN CAH3_HUMAN CAH4_HUMAN CAH6_HUMAN CAH5A_HUMAN CAH7_HUMAN CAH9_HUMAN CAH13_HUMAN CAH14_HUMAN CAH5B_HUMAN		IC50	7.70		CHEMBL
Carbonic anhydrase V	Enzyme	P35218 Q9Y2D0	CAH5A_HUMAN CAH5B_HUMAN		Ki	8.60		CHEMBL
Carbonic anhydrase 9	Enzyme	Q16790	CAH9_HUMAN		Ki	7.57		CHEMBL
Carbonic anhydrase 12	Enzyme	O43570	CAH12_HUMAN		Ki	8.47		CHEMBL
Carbonic anhydrase 5A, mitochondrial	Enzyme	P35218	CAH5A_HUMAN		Ki	7.19		CHEMBL
Carbonic anhydrase	Enzyme		CYNT_HELPY		Ki	6.77		CHEMBL
Carbonic anhydrase 13	Enzyme		CAH13_MOUSE		Ki	7.72		CHEMBL
Carbonic anhydrase 4	Enzyme		CAH4_BOVIN		Ki	7.44		CHEMBL
Carbonic anhydrase	Enzyme		CAH_METTE		Ki	6.85		CHEMBL
Carbonic anhydrase	Enzyme		Q50565_METTH		Ki	4.49		CHEMBL
Carbonic anhydrase 15	Enzyme		CAH15_MOUSE		Ki	7.19		CHEMBL
Carbonic anhydrase	Enzyme		CAN_YEAST		Ki	6.92		CHEMBL
Carbonic anhydrase	Enzyme		CAN_CANAL		Ki	7.85		CHEMBL
Probable transmembrane carbonic anhydrase (Carbonate dehydratase) (Carbonic dehydratase); Transmembrane carbonic anhydrase	Enzyme		P96878_MYCTU		Ki	6.25		CHEMBL
Carbonic anhydrase	Enzyme		Q6FTL6_CANGA		Ki	6.93		CHEMBL
Alpha carbonic anhydrase	Enzyme		B5SU02_9CNID		Ki	7.67		CHEMBL
Carbonic anhydrase	Enzyme		C0IX24_9CNID		Ki	6.88		CHEMBL
Carbonic anhydrase 2	Enzyme		Q3I4V7_CRYNV		Ki	7.20		CHEMBL
Astrosclerin-3	Enzyme		A6YCJ1_9METZ		Ki	6.49		CHEMBL
Beta-carbonic anhydrase 1	Enzyme		MTCA1_MYCTU		Ki	6.11		CHEMBL
Delta carbonic anhydrase	Unclassified		Q5U9J1_THAWE		Ki	6.77		CHEMBL
Carbonic anhydrase 2	Enzyme		MTCA2_MYCTU		Ki	6.18		CHEMBL
Carbonic anhydrase	Enzyme		Q5TU56_ANOGA		Ki	6.74		CHEMBL
Carbonic anhydrase, alpha family	Unclassified		Q31FD6_HYDCU		Ki	7.58		CHEMBL
Carbonate dehydratase	Enzyme		B2V8E3_SULSY		Ki	8.09		CHEMBL

External reference:

ID	Source
4017906	VUID
N0000146257	NUI
D00655	KEGG_DRUG
4017906	VANDF
C0025631	UMLSCUI
CHEBI:6822	CHEBI
MZM	PDB_CHEM_ID
CHEMBL19	ChEMBL_ID
DB00703	DRUGBANK_ID
D008704	MESH_DESCRIPTOR_UI
4100	PUBCHEM_CID
6828	IUPHAR_LIGAND_ID
882	INN_ID
W733B0S9SD	UNII
218699	RXNORM
2252	MMSL
5067	MMSL
921	MMSL
d00640	MMSL
002289	NDDF
392575007	SNOMEDCT_US
53052005	SNOMEDCT_US

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	0574-0790	TABLET	25 mg	ORAL	ANDA	21 sections
methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	0574-0791	TABLET	50 mg	ORAL	ANDA	21 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	24208-022	TABLET	25 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	24208-023	TABLET	50 mg	ORAL	ANDA	19 sections
METHAZOLAMIDE	HUMAN PRESCRIPTION DRUG LABEL	1	42571-239	TABLET	25 mg	ORAL	ANDA	19 sections
METHAZOLAMIDE	HUMAN PRESCRIPTION DRUG LABEL	1	42571-240	TABLET	50 mg	ORAL	ANDA	19 sections
methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	50090-3233	TABLET	50 mg	ORAL	ANDA	21 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	51224-024	TABLET	25 mg	ORAL	ANDA	21 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	51224-124	TABLET	50 mg	ORAL	ANDA	21 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	51407-026	TABLET	25 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	51407-027	TABLET	50 mg	ORAL	ANDA	19 sections
METHAZOLAMIDE	HUMAN PRESCRIPTION DRUG LABEL	1	54868-2996	TABLET	50 mg	ORAL	ANDA	22 sections
methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	55806-020	TABLET	50 mg	ORAL	ANDA	20 sections
methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	55806-020	TABLET	50 mg	ORAL	ANDA	20 sections
methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	55806-021	TABLET	25 mg	ORAL	ANDA	20 sections
methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	55806-021	TABLET	25 mg	ORAL	ANDA	20 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	62559-240	TABLET	25 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	62559-241	TABLET	50 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	63629-1958	TABLET	25 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	63629-1958	TABLET	25 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	63629-1986	TABLET	25 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	63629-1986	TABLET	25 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	63629-1987	TABLET	50 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	63629-1987	TABLET	50 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	68151-3110	TABLET	50 mg	ORAL	ANDA	21 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	68682-022	TABLET	25 mg	ORAL	ANDA	19 sections
Methazolamide	HUMAN PRESCRIPTION DRUG LABEL	1	68682-023	TABLET	50 mg	ORAL	ANDA	19 sections