Acetazolamide

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Acetazolamide
Molecular weight
Structure (SMILES)
CC(=O)Nc1nnc(S(N)(=O)=O)s1

  • acetazolamide
  • Acetazolamide
  • diamox
  • Diamox
  • diamox sr
  • Diamox sr
  • eytazox
  • Eytazox

  • acetamox
  • Acetamox
  • acetazolamida
  • Acetazolamida
  • acetazolamide
  • Acetazolamide
  • ACETAZOLAMIDE [EP IMPURITY]
  • ACETAZOLAMIDE [EP MONOGRAPH]
  • ACETAZOLAMIDE [HSDB]
  • acetazolamide [INN]
  • ACETAZOLAMIDE [JAN]
  • ACETAZOLAMIDE [MART.]
  • ACETAZOLAMIDE [MI]
  • ACETAZOLAMIDE [ORANGE BOOK]
  • ACETAZOLAMIDE [USP MONOGRAPH]
  • ACETAZOLAMIDE [USP-RS]
  • ACETAZOLAMIDE [VANDF]
  • Acetazolamide [WHO-DD]
  • ACETAZOLAMIDE [WHO-IP]
  • acetazolamide 125 mg
  • Acetazolamide 125 mg
  • acetazolamide 250 mg
  • Acetazolamide 250 mg
  • acetazolamide 62 5 mg
  • Acetazolamide 62.5 mg

And 41 more, listed on the interactive page.

ATC classification codes
  • S01EC01
Sources for recorded values
CAS registry numbers
  • 59-66-5
ChEMBL ID
InChIKey
BZKPWHYZMXOIDC-UHFFFAOYSA-N
PubChem compound IDs
  • 1986
RxNorm IDs (RxCUI)
  • 167
FDA ingredient codes (UNII)
  • O3FX965V0I

Applicant
TEVA BRANDED PHARM
Approval date
27 Jul 1953
Application number
NDA008943

First in class
No
Orphan designation
No
Availability
Prescription only
Boxed warning
Yes

United States (FDA)
Approved

Pharmacology name
acetazolamide
Type
Synthetic organic
Drug name stem
-zolamide
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • Oral
  • Parenteral

  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    carbonic anhydrase 12
    Gene symbol
    CA12
    Protein identifier
    O43570
    Median affinity
    8.24
    Affinity units
    pKi
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    carbonic anhydrase 1
    Gene symbol
    CA1
    Protein identifier
    P00915
    Median affinity
    6.6
    Affinity units
    pKi
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    carbonic anhydrase 4
    Gene symbol
    CA4
    Protein identifier
    P22748
    Affinity units
    pKi
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    carbonic anhydrase 7
    Gene symbol
    CA7
    Protein identifier
    P43166
    Median affinity
    8.6
    Affinity units
    pKi
    Primary target
    Yes
  • Action
    Inhibition
    Action type
    Inhibitor
    Target
    carbonic anhydrase 14
    Gene symbol
    CA14
    Protein identifier
    Q9ULX7
    Affinity units
    pKi
  • Mechanism
    Carbonic anhydrase I inhibitor
    Action type
    Inhibitor
    Target
    Carbonic anhydrase 1
    Protein identifier
    P00915
  • Mechanism
    Carbonic anhydrase II inhibitor
    Action type
    Inhibitor
    Target
    Carbonic anhydrase 2
    Protein identifier
    P00918
  • Mechanism
    Carbonic anhydrase IV inhibitor
    Action type
    Inhibitor
    Target
    Carbonic anhydrase 4
    Protein identifier
    P22748
  • Mechanism
    Carbonic anhydrase XII inhibitor
    Action type
    Inhibitor
    Target
    Carbonic anhydrase 12
    Protein identifier
    O43570

  • Mechanism
    Carbonic anhydrase I inhibitor
    Action type
    Inhibitor
    Target
    Carbonic anhydrase 1
  • Mechanism
    Carbonic anhydrase II inhibitor
    Action type
    Inhibitor
    Target
    Carbonic anhydrase 2
  • Mechanism
    Carbonic anhydrase IV inhibitor
    Action type
    Inhibitor
    Target
    Carbonic anhydrase 4
  • Mechanism
    Carbonic anhydrase XII inhibitor
    Action type
    Inhibitor
    Target
    Carbonic anhydrase 12

  • Action type
    Inhibitor
    Gene symbol
    CA12
    Protein identifier
    O43570
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Inhibitor
    Gene symbol
    CA1
    Protein identifier
    P00915
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Inhibitor
    Gene symbol
    CA2
    Protein identifier
    P00918
    Organism
    Homo sapiens
    Target development level
    Clinical
  • Action type
    Inhibitor
    Gene symbol
    CA4
    Protein identifier
    P22748
    Organism
    Homo sapiens
    Target development level
    Clinical

  • Condition
    Carcinoma, Hepatocellular
    Highest recorded phase
    3
    Condition identifier
    EFO:0000182
    Subject identifier
    D006528
  • Condition
    Heart Failure
    Highest recorded phase
    4
    Condition identifier
    EFO:0000373
    Subject identifier
    D006333
  • Condition
    Epilepsy
    Highest recorded phase
    4
    Condition identifier
    EFO:0000474
    Subject identifier
    D004827
  • Condition
    Small Cell Lung Carcinoma
    Highest recorded phase
    1
    Condition identifier
    EFO:0000702
    Subject identifier
    D055752
  • Condition
    Stroke
    Highest recorded phase
    2
    Condition identifier
    EFO:0000712
    Subject identifier
    D020521
  • Condition
    Hypertension, Pulmonary
    Highest recorded phase
    2
    Condition identifier
    EFO:0001361
    Subject identifier
    D006976
  • Condition
    Melanoma
    Highest recorded phase
    1
    Condition identifier
    EFO:0002617
    Subject identifier
    D008545
  • Condition
    Kidney Diseases
    Highest recorded phase
    2
    Condition identifier
    EFO:0003086
    Subject identifier
    D007674
  • Condition
    Heart Failure
    Highest recorded phase
    4
    Condition identifier
    EFO:0003144
    Subject identifier
    D006333
  • Condition
    Sleep Apnea, Obstructive
    Highest recorded phase
    2
    Condition identifier
    EFO:0003918
    Subject identifier
    D020181
  • Condition
    Hypotension, Orthostatic
    Highest recorded phase
    1
    Condition identifier
    EFO:0005252
    Subject identifier
    D007024
  • Condition
    Psychotic Disorders
    Highest recorded phase
    1
    Condition identifier
    EFO:0005411
    Subject identifier
    D011618
  • Condition
    Cysticercosis
    Highest recorded phase
    2
    Condition identifier
    EFO:0007231
    Subject identifier
    D003551
  • Condition
    Status Epilepticus
    Highest recorded phase
    2
    Condition identifier
    EFO:0008526
    Subject identifier
    D013226
  • Condition
    Edema
    Highest recorded phase
    4
    Condition identifier
    EFO:0009373
    Subject identifier
    D004487
  • Condition
    Altitude Sickness
    Highest recorded phase
    4
    Condition identifier
    EFO:1000782
    Subject identifier
    D000532
  • Condition
    Helicobacter Infections
    Highest recorded phase
    2
    Condition identifier
    EFO:1000961
    Subject identifier
    D016481
  • Condition
    Landau-Kleffner Syndrome
    Highest recorded phase
    2
    Condition identifier
    EFO:1001010
    Subject identifier
    D018887
  • Condition
    Hydrocephalus, Normal Pressure
    Highest recorded phase
    3
    Condition identifier
    EFO:1001065
    Subject identifier
    D006850
  • Condition
    Pseudotumor Cerebri
    Highest recorded phase
    3
    Condition identifier
    EFO:1001132
    Subject identifier
    D011559
  • Condition
    Seizures
    Highest recorded phase
    4
    Condition identifier
    HP:0001250
    Subject identifier
    D012640
  • Condition
    Apnea
    Highest recorded phase
    3
    Condition identifier
    HP:0002104
    Subject identifier
    D001049
  • Condition
    Chronic Pain
    Highest recorded phase
    2
    Condition identifier
    HP:0012532
    Subject identifier
    D059350
  • Condition
    Glaucoma, Angle-Closure
    Highest recorded phase
    4
    Condition identifier
    MONDO:0001744
    Subject identifier
    D015812
  • Condition
    Macular Edema
    Highest recorded phase
    2
    Condition identifier
    MONDO:0003005
    Subject identifier
    D008269

And 7 more, listed on the interactive page.

  • Condition identifier
    EFO_0000182
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000341
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000373
  • Condition identifier
    EFO_0000474
  • Condition identifier
    EFO_0000702
    Highest recorded phase
    1
  • Condition identifier
    EFO_0000712
    Highest recorded phase
    2
  • Condition identifier
    EFO_0001073
  • Condition identifier
    EFO_0001361
  • Condition identifier
    EFO_0003144
    Highest recorded phase
    3
  • Condition identifier
    EFO_0003877
    Highest recorded phase
    2
  • Condition identifier
    EFO_0003918
  • Condition identifier
    EFO_0005411
  • Condition identifier
    EFO_0009373
  • Condition identifier
    EFO_0009373
    Highest recorded phase
    4
  • Condition identifier
    EFO_0010143
    Highest recorded phase
    1
  • Condition identifier
    EFO_0010702
    Highest recorded phase
    2
  • Condition identifier
    EFO_0803536
    Highest recorded phase
    2
  • Condition identifier
    EFO_1000782
  • Condition identifier
    EFO_1001065
    Highest recorded phase
    3
  • Condition identifier
    EFO_1001132
    Highest recorded phase
    3
  • Condition identifier
    HP_0000556
    Highest recorded phase
    2
  • Condition identifier
    HP_0000572
    Highest recorded phase
    2
  • Condition identifier
    HP_0000822
    Highest recorded phase
    2
  • Condition identifier
    HP_0001250
  • Condition identifier
    HP_0001250
    Highest recorded phase
    4

And 56 more, listed on the interactive page.

  • Warning
    Black Box Warning
    Effect
    dermatological toxicity
  • Warning
    Black Box Warning
    Effect
    hepatotoxicity

  • Warning
    Black Box Warning
    Effect
    dermatological toxicity
    Country
    United States
  • Warning
    Black Box Warning
    Effect
    hepatotoxicity
    Country
    United States

  • Event
    acidosis
    Reports
    18
    Reporting signal score
    47.0407
  • Event
    acidosis hyperchloraemic
    Reports
    9
    Reporting signal score
    39.3073
  • Event
    angle closure glaucoma
    Reports
    45
    Reporting signal score
    191.698
  • Event
    anterior chamber disorder
    Reports
    7
    Reporting signal score
    32.9613
  • Event
    anuria
    Reports
    9
    Reporting signal score
    15.9208
  • Event
    autism spectrum disorder
    Reports
    5
    Reporting signal score
    13.9647
  • Event
    cataract subcapsular
    Reports
    4
    Reporting signal score
    13.3115
  • Event
    cerebral venous sinus thrombosis
    Reports
    4
    Reporting signal score
    14.4024
  • Event
    choroidal detachment
    Reports
    34
    Reporting signal score
    182.288
  • Event
    choroidal effusion
    Reports
    28
    Reporting signal score
    137.862
  • Event
    cognitive disorder
    Reports
    15
    Reporting signal score
    14.5398
  • Event
    condition aggravated
    Reports
    56
    Reporting signal score
    32.7708
  • Event
    confusional state
    Reports
    29
    Reporting signal score
    14.0099
  • Event
    congenital emphysema
    Reports
    7
    Reporting signal score
    49.2313
  • Event
    cross sensitivity reaction
    Reports
    4
    Reporting signal score
    15.1101
  • Event
    crystalluria
    Reports
    8
    Reporting signal score
    32.3311
  • Event
    dropped head syndrome
    Reports
    4
    Reporting signal score
    16.6003
  • Event
    drug clearance decreased
    Reports
    5
    Reporting signal score
    14.4019
  • Event
    drug reaction with eosinophilia and systemic symptoms
    Reports
    22
    Reporting signal score
    29.6079
  • Event
    dysmetria
    Reports
    5
    Reporting signal score
    18.052
  • Event
    exposure via breast milk
    Reports
    6
    Reporting signal score
    15.1757
  • Event
    eye oedema
    Reports
    6
    Reporting signal score
    16.2066
  • Event
    flat anterior chamber of eye
    Reports
    4
    Reporting signal score
    16.3196
  • Event
    glaucoma
    Reports
    18
    Reporting signal score
    37.2343
  • Event
    grunting
    Reports
    6
    Reporting signal score
    24.3075

And 40 more, listed on the interactive page.

And 31 more, listed on the interactive page.

Dose
500mg
How often
Twice daily

Hydrogen bond acceptors
6
Hydrogen bond donors
2
Polar surface area
115.04
Calculated partition coefficient (ALogP)
-0.86
Calculated partition coefficient (XLogP)
-0.3
Prodrug
No
Chirality
Achiral
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
2
Heavy atoms
13
Molecular formula
C4H6N4O3S2
Monoisotopic mass
221.98813241
Natural product
Yes

  • 0904-6663
  • 10135-830
  • 10135-831
  • 16729-331
  • 23155-287
  • 23155-288
  • 23155-787
  • 27241-132
  • 27241-133
  • 42291-089
  • 42291-090
  • 42571-243
  • 46708-349
  • 50268-042
  • 50268-054
  • 50742-233
  • 51655-331
  • 52817-200
  • 52817-201
  • 59651-905
  • 59651-906
  • 60687-578
  • 62135-607
  • 62135-608
  • 62135-612

And 40 more, listed on the interactive page.

Recorded assays
10,393
Active assays
3,146

  • Confirmatory
  • Other
  • Screening
  • Summary

These details could not be displayed.

Related records

Trials (151)

Approved for (7)

In development for (40)

Other linked conditions (8)

Targets (6)