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Acetazolamide

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Identification
Molecular formula
C4H6N4O3S2
CAS number
59-66-5
IUPAC name
N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
State
State

Acetazolamide is a solid at room temperature.

Melting point (Celsius)
258.00
Melting point (Kelvin)
531.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
222.25g/mol
Molar mass
222.2460g/mol
Density
1.3000g/cm3
Appearence

Acetazolamide typically appears as a white to off-white, crystalline powder. It is odorless and has a slightly bitter taste.

Comment on solubility

Solubility of N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide (C4H6N4O3S2)

N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide, with the molecular formula C4H6N4O3S2, exhibits a unique solubility profile that makes it interesting for various applications.

Key insights into its solubility include:

  • Water Solubility: This compound shows varying degrees of solubility in water, generally enhanced by the presence of the sulfonamide functional group, which can interact favorably with water molecules.
  • Solvent Behavior: It is more soluble in polar solvents such as dimethyl sulfoxide (DMSO) and ethanol, owing to the ability of these solvents to stabilize the polar character of the molecule.
  • Temperature Influence: As is common with many compounds, solubility can be temperature-dependent; increasing the temperature often leads to enhanced solubility in solvents.
  • pH Sensitivity: The solubility of this compound may also be affected by pH, where acidic or basic conditions could potentially alter its ionization state and enhance solubility via charge interactions.

In conclusion, understanding the solubility behavior of N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide is crucial for its applications in pharmaceuticals and agricultural chemistry, making it a compound of significant interest in various fields.

Interesting facts

Interesting Facts about N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide

N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide is an intriguing compound recognized for its unique structure and potential applications in various fields. Here are some fascinating insights:

  • Biological Significance: This compound belongs to the class of sulfonamide derivatives, which are known for their antibacterial properties. Sulfonamides, first introduced in the 1930s, revolutionized medicine by providing a new way to combat bacterial infections.
  • Thiadiazole Ring: The presence of a thiadiazole ring in its structure is noteworthy. Compounds containing this heterocyclic structure often exhibit diverse biological activities, including antimicrobial and anticancer effects.
  • Research Applications: Its unique chemical composition has made it a subject of interest in pharmaceutical research. Scientists are exploring its potential in drug development, particularly for treating resistant bacterial strains or even as a scaffold for new medicinal compounds.
  • Mechanism of Action: The action mechanism of thiadiazole derivatives generally involves the inhibition of bacterial folic acid synthesis, making them effective against a wide range of pathogens.

In summary, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide is not just a chemical compound; it embodies a narrative of scientific exploration and innovation. As scientists continue to unravel its potential, it may lead to breakthroughs in healthcare and drug development.

Synonyms
acetazolamide
59-66-5
Diamox
Acetamox
Nephramide
Glaupax
N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
Acetazolamid
Defiltran
Phonurit
Donmox
Edemox
Didoc
Diuriwas
Cidamex
Diacarb
Diluran
Dehydratin
Natrionex
Nephramid
Diakarb
Diuramid
Diutazol
Duiramid
Eumicton
Fonurit
Vetamox
Glupax
SK-acetazolamide
5-Acetamido-1,3,4-thiadiazole-2-sulfonamide
Acetazolamida
Acetazolamidum
Acetazoleamide
Acetozalamide
Diureticum-holzinger
Acetamidothiadiazolesulfonamide
Glaumox
Diamox Sequels
4-Diamox
Atenezo
Carbonic Anhydrase Inhibitor No. 6063
2-Acetylamino-1,3,4-thiadiazole-5-sulfonamide
Acetamide, N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]-
2-Acetamido-5-sulfonamido-1,3,4-thiadiazole
Acetazolamidum [INN-Latin]
N-[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]acetamide
Acetazolamida [INN-Spanish]
CCRIS 5811
NSC 145177
HSDB 3002
1,3,4-Thiadiazole-2-sulfonamide, 5-acetamido-
Carbonic anhydrase inhibitor 6063
EINECS 200-440-5
UNII-O3FX965V0I
5-Acetamide-1,3,4-thiadiazole-2-sulfonamide
N-(5-(Aminosulfonyl)-1,3,4-thiadiazol-2-yl)acetamide
NSC-145177
O3FX965V0I
DTXSID7022544
CHEBI:27690
AI3-52458
Acetazolamide (Standard)
CHEMBL20
MFCD00003105
Diamox (TN)
Acetamide, N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)-
MLS000028435
DTXCID002544
Acetamide, N-(5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl)-
5-acetylamino-1,3,4-thiadiazole-2-sulfonamide
Acetazolamide [USP:INN:BAN:JAN]
L 579486
NSC145177
CAS-59-66-5
NCGC00015074-10
Acetazolamine
Atenezol
SMR000058394
Acetazolamidum (INN-Latin)
Acetazolamida (INN-Spanish)
ACETAZOLAMIDE (MART.)
ACETAZOLAMIDE [MART.]
ACETAZOLAMIDE (USP-RS)
ACETAZOLAMIDE [USP-RS]
N-(5-[Aminosulfonyl]-1,3,4-thiadiazol-2-yl)acetamide
N-[5-(aminosulfonyl)-1,3,5-thiadiazol-2-yl]acetamide
ACETAZOLAMIDE (EP IMPURITY)
ACETAZOLAMIDE [EP IMPURITY]
Acetazolamide (USP:INN:BAN:JAN)
ACETAZOLAMIDE (EP MONOGRAPH)
ACETAZOLAMIDE [EP MONOGRAPH]
ACETAZOLAMIDE (USP MONOGRAPH)
ACETAZOLAMIDE [USP MONOGRAPH]
Acetazolamide (AAZ)
SR-01000000065
N-(5-(aminosulfonyl)-1,3,5-thiadiazol-2-yl)acetamide
Prestwick_4
1azm
1yda
1ydb
1ydd
1zsb
2xtk
3czv
3ucj
Acetazolamide, 5
Acerazolamide, AAZ
Acetazolamide, AAZ
Acetazolamide, AZA
Acetazolamide, AZM
ACETAZIDE
ATENAZOL
Spectrum_000018
1jd0
2h4n
2uy4
3dc3
3hs4
3ml5
4g0c
Opera_ID_288
AZA2
Prestwick0_000003
Prestwick1_000003
Prestwick2_000003
Prestwick3_000003
Spectrum2_000082
Spectrum3_000284
Spectrum4_000139
Spectrum5_000738
Lopac-A-6011
ACETAZOLAMIDE [MI]
A 6011
ACETAZOLAMIDE [INN]
ACETAZOLAMIDE [JAN]
ACETAZOLAMIDE [HSDB]
Lopac0_000039
SCHEMBL23219
ACETAZOLAMIDE [VANDF]
BSPBio_000005
BSPBio_001788
KBioGR_000558
KBioSS_000358
MLS001148438
Acetazolamide Extended-Release
BIDD:GT0643
DivK1c_000017
SPECTRUM1500102
N-(5-Sulfamoyl-[1,3,4]thiadiazol-2-yl)-acetamide
SPBio_000004
SPBio_001926
ACETAZOLAMIDE [WHO-DD]
ACETAZOLAMIDE [WHO-IP]
BPBio1_000007
GTPL6792
Acetazolamide, >=99%, powder
SCHEMBL11049053
BDBM10880
BZKPWHYZMXOIDC-UHFFFAOYSA-
HMS500A19
HY-B0782R
KBio1_000017
KBio2_000358
KBio2_002926
KBio2_005494
KBio3_001288
Acetazolamide (JP18/USP/INN)
S01EC01
Acetazolamide, analytical standard
NINDS_000017
HMS1568A07
HMS1920A05
HMS2091G05
HMS2095A07
HMS2232G23
HMS3259I13
HMS3260G19
HMS3370P01
HMS3712A07
HMS3744A21
Pharmakon1600-01500102
WLN: T5NN DSJ CSZW EMV1
ACETAZOLAMIDE [ORANGE BOOK]
ALBB-023617
BCP29616
HY-B0782
Tox21_110078
Tox21_201559
Tox21_302773
Tox21_500039
CCG-38900
NSC755854
s4506
ACETAZOLAMIDUM [WHO-IP LATIN]
AKOS000715163
Tox21_110078_1
CS-3568
DB00819
FA16948
LP00039
NC00491
NSC-755854
SDCCGSBI-0050028.P005
IDI1_000017
NCGC00015074-01
NCGC00015074-02
NCGC00015074-03
NCGC00015074-04
NCGC00015074-05
NCGC00015074-06
NCGC00015074-07
NCGC00015074-08
NCGC00015074-09
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
AC-12779
AS-13169
SBI-0050028.P004
2-Acetamido-5-sulfonamido-1,4-thiadiazole
5-Acetamide-1,4-thiadiazole-2-sulfonamide
DB-053437
5-Acetamido-1,3,4-thiadiazol-2-sulfonamide
A2598
AB00051906
CS-0694998
EU-0100039
NS00008947
1,4-Thiadiazole-2-sulfonamide, 5-acetamido-
CARBONIC ANHYDRASE INHIBITOR NO 6063
C06805
D00218
D88526
EN300-119493
AB00051906_15
A832415
N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)ethanamide
Q413690
SR-01000000065-2
SR-01000000065-4
SR-01000000065-6
1,3,4-THIADIAZOLE-2-SULFONAMIDE, 5-ACETAMIDO
2-ACETAMIDO-1,3,4-THIADIAZOLE-5-SULFONAMIDE
BRD-K43457670-001-22-9
BRD-K43457670-001-26-0
BRD-K43457670-001-27-8
Z277559108
(1z)-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)ethanimidic acid
Acetazolamide, European Pharmacopoeia (EP) Reference Standard
Acetazolamide, United States Pharmacopeia (USP) Reference Standard
Acetazolamide for system suitability, European Pharmacopoeia (EP) Reference Standard
Acetazolamide, Pharmaceutical Secondary Standard; Certified Reference Material
124442-28-0
200-440-5
5-Acetamido-1,3,4-thiadiazole-2-sulfonamide;N-(5-[Aminosulfonyl]-1,3,4-thiadiazol-2-yl)acetamide;N-(5-Sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide
InChI=1/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)
N-[5-Aminosulfonyl)-1,3,4-thiadiazol-2-yl]acetamide;5-Acetamido-1,3,4-thiadiazole-2-sulfonamide;Acetamox