CAS 120-97-8|Glaucol|Diclofenamida [INN-Spanish]|Dichlorophenamide|Diclofenamide|dichlorphenamide|Dichlorphenamide|Dasanide|Dichlorphenamid|Diclofenamidum [INN-Latin]|Dichlofenamide|Oratrol|Antidras...

General Information

Structure

Molecular Formula

C₆H₆Cl₂N₂O₄S₂

Molecular Mass

305.15884

Exact Mass

303.91460404

Charge

InChI

InChI=1S/C6H6Cl2N2O4S2/c7-4-1-3(15(9,11)12)2-5(6(4)8)16(10,13)14/h1-2H,(H2,9,11,12)(H2,10,13,14)

InChIKey

GJQPMPFPNINLKP-UHFFFAOYSA-N

Canonic Smiles

Clc1cc(cc(c1Cl)S(=O)(=O)N)S(=O)(=O)N

Isomeric Smiles

Clc1c(S(=O)(=O)N)cc(S(=O)(=O)N)cc1Cl

Calculated Properties

JChem

Acid pKa

8.442037

H Acceptors

H Donor

LogD (pH = 5.5)

0.3929572

LogD (pH = 7.4)

0.35977012

Log P

0.3933967

Molar Refractivity

59.9834

Polarizability

25.071486

Polar Surface Area

120.32

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

0.92

LOG S

-2.88

Solubility (Water)

3.98e-01 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Brand Name

GlaucolDasanideOratrolAntidrasiDaranide

Synonyms

Diclofenamida [INN-Spanish]DichlorophenamideDiclofenamideDichlorphenamideDichlorphenamidDiclofenamidum [INN-Latin]Dichlofenamide4,5-DICHLOROBENZENE-1,3-DISULFONAMIDE4,5-Dichloro-1,3-disulfamoylbenzeneGlaucol3,4-Dichloro-5-sulfamylbenzenesulfonamide1,3-Disulfamyl-4,5-dichlorobenzeneDaranideDaramideOratrolDiclofenamideDichlorphenamide1,3-Disulfamoyl-4,5-dichlorobenzeneAntidrasi4,5-Dichloro-m-benzenedisulfonamideDiclofenamidCB 8000

IUPAC Traditional name

dichlorphenamide

IUPAC name

4,5-dichlorobenzene-1,3-disulfonamide

Names and Identifiers

Registration numbers

PubChem CID

3038

CAS Number

120-97-8

PubChem SID

46505039160964478

Registration numbers

Properties

Safety Information

Storage Condition

-20°C

Refrigerator

MSDS Link

Download link

Product Information

Certificate of Analysis

Download link

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB01144

Drug Groups

approved

Description

A carbonic anhydrase inhibitor that is used in the treatment of glaucoma. [PubChem]

Indication

For adjunctive treatment of: chronic simple (open-angle) glaucoma, secondary glaucoma, and preoperatively in acute angle-closure glaucoma where delay of surgery is desired in order to lower intraocular pressure

Pharmacology

Dichlorphenamide is an oral carbonic anhydrase inhibitor indicated for adjunctive treatment of: chronic simple (open-angle) glaucoma, secondary glaucoma, and preoperatively in acute angle-closure glaucoma where delay of surgery is desired in order to lower intraocular pressure. Carbonic anhydrase inhibitors reduce intraocular pressure by partially suppressing the secretion of aqueous humor (inflow).

Affected Organisms

Humans and other mammals

Protein Binding

55%

References

• Tawil R, McDermott MP, Brown R Jr, Shapiro BC, Ptacek LJ, McManis PG, Dalakas MC, Spector SA, Mendell JR, Hahn AF, Griggs RC: Randomized trials of dichlorphenamide in the periodic paralyses. Working Group on Periodic Paralysis. Ann Neurol. 2000 Jan;47(1):46-53. [Pubmed]

• Okada S, Izumi W, Murai M, Komatsu H, Ishimitsu S: [Diclofenamide Reference Standard (Control 891) of National Institute of Hygienic Sciences] Eisei Shikenjo Hokoku. 1991;(109):148-50. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

DB07948

Drug information: experimental

Selleck Chemicals

S2177

Research Area: Neurological Disease
Biological Activity:
Diclofenamide (Dichlorphenamide) is a sulfonamide and a carbonic anhydrase inhibitor of the meta-Disulfamoylbenzene class. It is used as an adjunct to reduce intraocular pressure in the treatment of glaucoma. [1]

TRC

D436530

Diclofenamide is a potent carbonic anhydrase inhibitor. Diclofenamide may provide a therapeutic strategy in the inhibition of the human cytosolic isoforms I and II and transmembrane tumor-associated isoenzymes IX and XII. Diclofenamide has been shown to b

Molecule Details

References

PubChem Literature

From Data Sources

• Okada S, Izumi W, Murai M, Komatsu H, Ishimitsu S: [Diclofenamide Reference Standard (Control 891) of National Institute of Hygienic Sciences] Eisei Shikenjo Hokoku. 1991;(109):148-50. Pubmed

• http://en.wikipedia.org/wiki/Dichlorphenamide

• Brzozowski, Z. et al.: Eur. J. Med. Chem., 46, 3656 (2010)

• Tawil, R. et al.: Ann. Neurol., 47, 46 (2010)

• Casey, J. et al.: J. Med. Chem., 47, 2337 (2010)

References

Bioactivity

PubChem BioAssay

Bioactivity

Navigation

General Information

Calculated Properties

• RDKit

• JChem

• ALOGPS 2.1

Data Source

• Academic Data

• Commercial Catalog

Names and Identifiers

• Brand Name

• Synonyms

• IUPAC Traditional name

• IUPAC name

Registration numbers

• PubChem CID

• CAS Number

• PubChem SID

Properties

• Physical Property

• Safety Information

• Product Information

Related Proteins

Molecular Spectra

Molecule Details

• DrugBank

• Selleck Chemicals

• TRC

References

• PubChem Literature

• From Data Sources

Bioactivity

• PubChem BioAssay

Commercial Catalog

Brand Name

GlaucolDasanideOratrolAntidrasiDaranide

Synonyms

IUPAC Traditional name

dichlorphenamide

IUPAC name

4,5-dichlorobenzene-1,3-disulfonamide

PubChem SID

46505039160964478

Physical Property

Safety Information

Storage Condition

-20°C

Refrigerator

MSDS Link

Download link

Product Information

Certificate of Analysis

Download link

DrugBank

DB01144

Drug Groups

approved

Description

A carbonic anhydrase inhibitor that is used in the treatment of glaucoma. [PubChem]

Indication

Pharmacology

Affected Organisms

Humans and other mammals

Protein Binding

55%

References

• Okada S, Izumi W, Murai M, Komatsu H, Ishimitsu S: [Diclofenamide Reference Standard (Control 891) of National Institute of Hygienic Sciences] Eisei Shikenjo Hokoku. 1991;(109):148-50. [Pubmed]

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

DB07948

Drug information: experimental

Selleck Chemicals

S2177

TRC

D436530

From Data Sources

• Okada S, Izumi W, Murai M, Komatsu H, Ishimitsu S: [Diclofenamide Reference Standard (Control 891) of National Institute of Hygienic Sciences] Eisei Shikenjo Hokoku. 1991;(109):148-50. Pubmed

• http://en.wikipedia.org/wiki/Dichlorphenamide

• Brzozowski, Z. et al.: Eur. J. Med. Chem., 46, 3656 (2010)

• Tawil, R. et al.: Ann. Neurol., 47, 46 (2010)

• Casey, J. et al.: J. Med. Chem., 47, 2337 (2010)

Molecule

ID:1015