sulfafurazole ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
anti-infectives, sulfonamides 2529 127-69-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • sulfafurazole diolamine
  • sulfisoxazole
  • alphazole
  • soxomide
  • sulfadimethylisoxazole
  • sulfafurazol
  • sulfafurazole
  • sulfaisoxazole
  • sulfazin
  • sulfisoxazol
  • sulfisoxazole dialamine
  • sulphafurazole
  • sulfisoxazole diolamine
A short-acting sulfonamide antibacterial with activity against a wide range of gram- negative and gram-positive organisms.
  • Molecular weight: 267.30
  • Formula: C11H13N3O3S
  • CLOGP: 0.22
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 98.22
  • ALOGS: -2.93
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
4 g O
4 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 4 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.13 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 49 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 249.52 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 96 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.17 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 0.30 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.08 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 7.40 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
June 7, 1971 FDA ALRA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J01EB05 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
SULFONAMIDES AND TRIMETHOPRIM
Short-acting sulfonamides
ATC S01AB02 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFECTIVES
Sulfonamides
FDA CS M0020790 Sulfonamides
FDA EPC N0000175504 Sulfonamide Antimicrobial
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000977 Antiparasitic Agents
MeSH PA D000981 Antiprotozoal Agents
MeSH PA D003049 Coccidiostats
CHEBI has role CHEBI:36047 antibacterial drugs
CHEBI has role CHEBI:88188 allergenic drug

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Trachoma indication 2576002 DOID:11265
Acute otitis media indication 3110003
Haemophilus Influenzae Acute Otitis Media indication 19021002
Nocardiosis indication 29227009 DOID:2312
Falciparum malaria indication 62676009 DOID:14067
Urinary tract infectious disease indication 68566005
Urethritis due to Chlamydia trachomatis indication 179101003
Meningococcal meningitis indication 192644005
Chlamydial conjunctivitis indication 231861005 DOID:13800
Chancroid indication 266143009 DOID:13778
Infective otitis media indication 312218008
Pneumococcal Acute Otitis Media indication
Chlamydia Cervicitis indication
Lymphogranuloma venereum off-label use 186946009 DOID:13819
Urinary tract obstruction contraindication 7163005 DOID:5200
Torsades de pointes contraindication 31722008
Glomerulonephritis contraindication 36171008 DOID:2921
Acute hepatitis contraindication 37871000
Third trimester pregnancy contraindication 41587001
Uremia contraindication 44730006 DOID:4676
Megaloblastic anemia due to folate deficiency contraindication 85649008 DOID:14026
Kidney disease contraindication 90708001 DOID:557
Myasthenia gravis contraindication 91637004 DOID:437
Cholestatic hepatitis contraindication 95556007
Anemia due to enzyme deficiency contraindication 111577008
Prolonged QT interval contraindication 111975006
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Gastrointestinal obstruction contraindication 126765001
Hearing disorder contraindication 128540005
Liver function tests abnormal contraindication 166603001
Disease of blood AND/OR blood-forming organ contraindication 191124002 DOID:74
Asthma contraindication 195967001 DOID:2841
Disease of liver contraindication 235856003 DOID:409
Neutropenic disorder contraindication 303011007 DOID:1227
Aplastic anemia contraindication 306058006 DOID:12449
Pseudomembranous enterocolitis contraindication 397683000
Porphyria contraindication 418470004
Slow acetylator due to N-acetyltransferase enzyme variant contraindication 425079005
Congenital long QT syndrome contraindication 442917000




๐Ÿถ Veterinary Drug Use

SpeciesUseRelation
Cats Bacterial pneumonia Indication
Cats Bacterial enteritis Indication
Dogs Bacterial pneumonia Indication
Dogs Bacterial enteritis Indication

๐Ÿถ Veterinary products

ProductApplicantIngredients
Soxisol Tablets Zoetis Inc. 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 5.0 acidic
pKa2 2.08 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Histamine H4 receptor GPCR IC50 5.55 WOMBAT-PK
Endothelin-1 receptor GPCR IC50 6.11 CHEMBL
Endothelin B receptor GPCR IC50 4.62 CHEMBL
Dihydropteroate synthase Enzyme INHIBITOR DRUGBANK CHEMBL
Dihydroorotate dehydrogenase (quinone), mitochondrial Enzyme WOMBAT-PK
Endothelin-1 receptor GPCR IC50 6.11 CHEMBL

External reference:

IDSource
4017767 VUID
N0000178993 NUI
D00450 KEGG_DRUG
4017765 VANDF
4017767 VANDF
C0038745 UMLSCUI
CHEBI:102484 CHEBI
CHEMBL453 ChEMBL_ID
CHEMBL1200321 ChEMBL_ID
DB00263 DRUGBANK_ID
12700 IUPHAR_LIGAND_ID
4299-60-9 SECONDARY_CAS_RN
5344 PUBCHEM_CID
10207 RXNORM
5531 MMSL
5533 MMSL
7990 MMSL
d00120 MMSL
002818 NDDF
002820 NDDF
108866009 SNOMEDCT_US
372858002 SNOMEDCT_US
80732005 SNOMEDCT_US
D013444 MESH_DESCRIPTOR_UI
D013411 MESH_DESCRIPTOR_UI
4177 INN_ID
740T4C525W UNII

Pharmaceutical products:

None