Sulthiame

Identification

Summary

Sulthiameis a carbonic anhydrase inhibitor used primarily in benign focal epilepsies of childhood that may be useful as an adjunct therapy in a variety of other refractory epilepsies.

Generic Name
Sulthiame
DrugBank Accession Number
DB08329
Background

Not Available

Type
Small Molecule
Groups
Approved
Structure
Weight
Average: 290.359
Monoisotopic: 290.039498326
Chemical Formula
C10H14N2O4S2
Synonyms
  • Sulthiame
  • Sultiame
  • Sultiamo
  • Sultiamum
走读生al IDs
  • Bayer A-168
  • R-594
  • RIKER 594
  • RIKER-594
  • RP 10284
  • RP-10284

Pharmacology

Indication

Not Available

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Associated Conditions
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Target Actions Organism
UCarbonic anhydrase 2 Not Available Humans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

药物的相互作用Learn More" title="" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction
1,2-Benzodiazepine The risk or severity of adverse effects can be increased when Sulthiame is combined with 1,2-Benzodiazepine.
Acetazolamide The risk or severity of adverse effects can be increased when Acetazolamide is combined with Sulthiame.
Acetophenazine The risk or severity of adverse effects can be increased when Acetophenazine is combined with Sulthiame.
Agomelatine The risk or severity of adverse effects can be increased when Agomelatine is combined with Sulthiame.
Alfentanil The risk or severity of adverse effects can be increased when Alfentanil is combined with Sulthiame.
Alimemazine The risk or severity of adverse effects can be increased when Alimemazine is combined with Sulthiame.
Almotriptan The risk or severity of adverse effects can be increased when Almotriptan is combined with Sulthiame.
Alosetron The risk or severity of adverse effects can be increased when Alosetron is combined with Sulthiame.
Alprazolam The risk or severity of adverse effects can be increased when Alprazolam is combined with Sulthiame.
Alverine The risk or severity of adverse effects can be increased when Alverine is combined with Sulthiame.
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Food Interactions
  • Take with food. Taking sulthiame with food, may reduce gastrointestinal upset.

Products

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International/Other Brands
Conadil/Contravul/Elisal/Ospolot

Categories

ATC Codes
N03AX03 — Sultiame
Drug Categories
Chemical TaxonomyProvided byClassyfire
Description
This compound belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Sulfanilides
Direct Parent
Sulfanilides
Alternative Parents
Benzenesulfonamides/Benzenesulfonyl compounds/Delta sultams/Organosulfonamides/Organic sulfonamides/Aminosulfonyl compounds/Azacyclic compounds/Organopnictogen compounds/Organonitrogen compounds/Organic oxides
show 1 more
Substituents
1,2-thiazinane/Aminosulfonyl compound/Aromatic heteromonocyclic compound/Azacycle/Benzenesulfonamide/Benzenesulfonyl group/Delta-sultam/Hydrocarbon derivative/Organic nitrogen compound/Organic oxide
show 11 more
Molecular Framework
Aromatic heteromonocyclic compounds
走读生al Descriptors
Not Available
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
I00Q766CZ2
CAS number
61-56-3
InChI Key
HMHVCUVYZFYAJI-UHFFFAOYSA-N
InChI
InChI=1S/C10H14N2O4S2/c11-18(15,16)10-5-3-9(4-6-10)12-7-1-2-8-17(12,13)14/h3-6H,1-2,7-8H2,(H2,11,15,16)
IUPAC Name
(4) - 1 1-dioxo-1lambda6 2-thiazinan-2-yl benzene-1-sulfonamide
SMILES
NS(=O)(=O)C1=CC=C(C=C1)N1CCCCS1(=O)=O

References

一般引用
Not Available
PubChem Compound
5356
PubChem Substance
99444800
ChemSpider
5163
BindingDB
26999
RxNav
10240
ChEBI
32171
ChEMBL
CHEMBL328560
ZINC
ZINC000000002119
PDBe Ligand
OSP
Wikipedia
Sultiame
PDB Entries
2q1q

Clinical Trials

Clinical TrialsLearn More" title="" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
3 Terminated Treatment Rolandic Epilepsy 1
2 Recruiting Treatment Obstructive Sleep Apnea (OSA) 1
1 Completed Other Epilepsies 1
Not Available Unknown Status Not Available Epilepsies 1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Form Route Strength
Tablet, film coated Oral
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
Property Value Source
Water Solubility 1.96 mg/mL ALOGPS
logP 0.37 ALOGPS
logP -0.27 Chemaxon
logS -2.2 ALOGPS
pKa (Strongest Acidic) 10.55 Chemaxon
Physiological Charge 0 Chemaxon
Hydrogen Acceptor Count 4 Chemaxon
Hydrogen Donor Count 1 Chemaxon
Polar Surface Area 97.54 Å2 Chemaxon
Rotatable Bond Count 2 Chemaxon
Refractivity 67.46 m3·mol-1 Chemaxon
Polarizability 27.86 Å3 Chemaxon
Number of Rings 2 Chemaxon
Bioavailability 1 Chemaxon
Rule of Five Yes Chemaxon
Ghose Filter Yes Chemaxon
Veber's Rule No Chemaxon
MDDR-like规则 No Chemaxon
Predicted ADMET Features
Property Value Probability
Human Intestinal Absorption + 0.9633
Blood Brain Barrier + 0.9382
Caco-2 permeable - 0.6039
P-glycoprotein substrate Non-substrate 0.6429
P-glycoprotein inhibitor I Non-inhibitor 0.7975
P-glycoprotein inhibitor II Non-inhibitor 0.9393
Renal organic cation transporter Non-inhibitor 0.7331
CYP450 2C9 substrate Non-substrate 0.7677
CYP450 2D6 substrate Non-substrate 0.8014
CYP450 3A4 substrate Non-substrate 0.5196
CYP450 1A2 substrate Non-inhibitor 0.8171
CYP450 2C9 inhibitor Non-inhibitor 0.5435
CYP450 2D6 inhibitor Non-inhibitor 0.9277
CYP450 2C19 inhibitor Inhibitor 0.6191
CYP450 3A4 inhibitor Non-inhibitor 0.6993
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5444
Ames test Non AMES toxic 0.6894
Carcinogenicity Non-carcinogens 0.8414
Biodegradation Not ready biodegradable 0.9972
Rat acute toxicity 1.7952 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8038
hERG inhibition (predictor II) Non-inhibitor 0.6671
ADMET data is predicted usingadmetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Spectrum Spectrum Type Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available

Targets

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Details
1.Carbonic anhydrase 2
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion in...
Gene Name
CA2
Uniprot ID
P00918
Uniprot Name
Carbonic anhydrase 2
分子量
29245.895 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:30 / Updated at June 19, 2021 00:27