Acetazolamide

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Acetazolamide are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Acetazolamide?

The molecule Acetazolamide presents a molecular formula of C4H6N4O3S2 and its IUPAC name is N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide.

Acetazolamide is a carbonic anhydrase inhibitor, which means it helps prevent the production of carbonic acid in the body. Carbonic acid is produced when carbon dioxide (CO2) and water (H2O) combine to form H2CO3. In the body, carbonic acid is used to help regulate the pH of blood and tissues..

Acetazolamide is used to treat a variety of conditions, including glaucoma, epilepsy, and mountain sickness. It is also sometimes used as a diuretic to help remove excess fluid from the body..

The acetazolamide molecule is made up of two carbon atoms, four hydrogen atoms, one nitrogen atom, and one oxygen atom. The molecule has a molecular weight of 221.3 g/mol and a melting point of 165 degrees Celsius..

3D structure

Cartesian coordinates

Geometry of Acetazolamide in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Acetazolamide BZKPWHYZMXOIDC-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Acetazolamide

 

Molecule descriptors

 
IUPAC nameN-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
InChI codeInChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)
InChI KeyBZKPWHYZMXOIDC-UHFFFAOYSA-N
SMILESCC(=O)Nc1nnc(S(N)(=O)=O)s1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (1z)-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)ethanimidic acid
  • (non-d)Acetazolamide-13C2-d3
  • 003A105
  • 1,3,4-Thiadiazole-2-sulfonamide, 5-acetamido-
  • 1,4-Thiadiazole-2-sulfonamide, 5-acetamido-
  • 124442-28-0
  • 1azm
  • 1jd0
  • 1yda
  • 1ydb
  • 1ydd
  • 1zsb
  • 2-Acetamido-5-sulfonamido-1,3,4-thiadiazole
  • 2-Acetamido-5-sulfonamido-1,4-thiadiazole
  • 2-Acetylamino-1,3,4-thiadiazole-5-sulfonamide
  • 2h4n
  • 2uy4
  • 2xtk
  • 3czv
  • 3dc3
  • 3hs4
  • 3ml5
  • 3ucj
  • 4-Diamox
  • 4g0c
  • 5-Acetamide-1,3,4-thiadiazole-2-sulfonamide
  • 5-Acetamide-1,4-thiadiazole-2-sulfonamide
  • 5-Acetamido-1,3,4-thiadiazol-2-sulfonamide
  • 5-Acetamido-1,3,4-thiadiazole-2-sulfonamide
  • 5-acetylamino-1,3,4-thiadiazole-2-sulfonamide
  • 59-66-5
  • A 6011
  • A832415
  • AB00051906
  • AB00051906_15
  • AC-12779
  • AI3-52458
  • AMY3289
  • AS-13169
  • AZA2
  • Acerazolamide, AAZ
  • Acetamide, N-(5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl)-
  • Acetamide, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-
  • Acetamide, N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]-
  • Acetamidothiadiazolesulfonamide
  • Acetamox
  • Acetazolamid
  • Acetazolamida
  • Acetazolamide
  • Acetazolamide (AAZ)
  • Acetazolamide (JP17/USP/INN)
  • Acetazolamide, 5
  • Acetazolamide, AAZ
  • Acetazolamide, AZA
  • Acetazolamide, AZM
  • Acetazolamidum
  • Acetazolamine
  • Acetazoleamide
  • Acetozalamide
  • Atenezo
  • Atenezol
  • BCP29616
  • BDBM10880
  • BIDD:GT0643
  • BPBio1_000007
  • BSPBio_000005
  • BSPBio_001788
  • BZKPWHYZMXOIDC-UHFFFAOYSA-
  • C06805
  • CCG-38900
  • CCRIS 5811
  • CS-3568
  • Carbonic Anhydrase Inhibitor No. 6063
  • Carbonic anhydrase inhibitor 6063
  • Cidamex
  • D00218
  • D88526
  • DB-053437
  • DB00819
  • DSSTox_CID_2544
  • DSSTox_GSID_22544
  • DSSTox_RID_76621
  • Defiltran
  • Dehydratin
  • Diacarb
  • Diakarb
  • Diamox
  • Diamox Sequels
  • Didoc
  • Diluran
  • Diuramid
  • Diureticum-holzinger
  • Diuriwas
  • Diutazol
  • DivK1c_000017
  • Donmox
  • Duiramid
  • EU-0100039
  • Edemox
  • Eumicton
  • Fonurit
  • GTPL6792
  • Glaumox
  • Glaupax
  • Glupax
  • HMS1568A07
  • HMS1920A05
  • HMS2091G05
  • HMS2095A07
  • HMS2232G23
  • HMS3259I13
  • HMS3260G19
  • HMS3370P01
  • HMS3712A07
  • HMS3744A21
  • HMS500A19
  • HSDB 3002
  • HY-B0782
  • IDI1_000017
  • KBio1_000017
  • KBio2_000358
  • KBio2_002926
  • KBio2_005494
  • KBio3_001288
  • KBioGR_000558
  • KBioSS_000358
  • L 579486
  • LP00039
  • Lopac-A-6011
  • Lopac0_000039
  • MFCD00003105
  • MLS000028435
  • MLS001148438
  • N - (5 - Sulfamoyl - 1,3, 4 - thiadiazol - 2 - yl) acetamide
  • N-(5-(Aminosulfonyl)-1,3,4-thiadiazol-2-yl)acetamide
  • N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
  • N-(5-Sulfamoyl-[1,3,4]thiadiazol-2-yl)-acetamide
  • N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)ethanamide
  • N-[5-(Aminosulfonyl)-1,3,4-thiadiozol-2-yl]-Acetamide
  • N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]acetamide
  • N-[5-(aminosulfonyl)-1,3,5-thiadiazol-2-yl]acetamide
  • NC00491
  • NCGC00015074-01
  • NCGC00015074-02
  • NCGC00015074-03
  • NCGC00015074-04
  • NCGC00015074-05
  • NCGC00015074-06
  • NCGC00015074-07
  • NCGC00015074-08
  • NCGC00015074-09
  • NCGC00015074-10
  • NCGC00015074-11
  • NCGC00015074-12
  • NCGC00015074-14
  • NCGC00015074-15
  • NCGC00015074-17
  • NCGC00015074-22
  • NCGC00023455-03
  • NCGC00023455-04
  • NCGC00023455-05
  • NCGC00023455-06
  • NCGC00023455-07
  • NCGC00256374-01
  • NCGC00259108-01
  • NCGC00260724-01
  • NINDS_000017
  • NSC 145177
  • NSC-145177
  • NSC-755854
  • NSC145177
  • NSC755854
  • Natrionex
  • Nephramid
  • Nephramide
  • O3FX965V0I
  • Opera_ID_288
  • Pharmakon1600-01500102
  • Phonurit
  • Prestwick0_000003
  • Prestwick1_000003
  • Prestwick2_000003
  • Prestwick3_000003
  • Prestwick_4
  • Q-200579
  • Q-200580
  • Q413690
  • SBI-0050028.P004
  • SDCCGSBI-0050028.P005
  • SK-acetazolamide
  • SMR000058394
  • SPECTRUM1500102
  • SR-01000000065
  • SR-01000000065-2
  • SR-01000000065-4
  • SR-01000000065-6
  • Vetamox
  • WLN: T5NN DSJ CSZW EMV1
  • Z277559108
  • acetazolamide
  • s4506

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3813042
  • CAS-59-66-5
  • UNII-O3FX965V0I
  • AKOS000715163
  • ALBB-023617
  • BRD-K43457670-001-22-9
  • BRD-K43457670-001-26-0
  • DTXSID7022544
  • CHEMBL20
  • CHEBI:27690
  • Tox21_110078
  • Tox21_201559
  • Tox21_302773
  • Tox21_500039
  • Tox21_110078_1
  • EINECS 200-440-5
  • SPBio_000004
  • SPBio_001926
  • SCHEMBL23219
  • SCHEMBL11049053
  • Spectrum_000018
  • Spectrum2_000082
  • Spectrum3_000284
  • Spectrum4_000139
  • Spectrum5_000738

Physico-Chemical properties

IUPAC nameN-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
Molecular formulaC4H6N4O3S2
Molecular weight222.245
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity45.22
LogP1.0
Topological polar surface area151.7

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.