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Sulfadicramide

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Chemical compound

Pharmaceutical compound

Sulfadicramide
Clinical data

ATC code	S01AB03 (WHO)
Identifiers
IUPAC name N-(4-aminophenyl)sulfonyl-3-methylbut-2-enamide
CAS Number	115-68-4
PubChemCID	8281
DrugBank	DB13214
UNII	7WZ5EG263C
KEGG	D07412
ChEBI	CHEBI:135039
ChEMBL	ChEMBL2104910
CompTox Dashboard(EPA)	DTXSID90150922
ECHA InfoCard	100.003.727
Chemical and physical data
Formula	C₁₁H₁₄N₂O₃S
Molar mass	254.30 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(=CC(=O)NS(=O)(=O)C1=CC=C(C=C1)N)C
InChI InChI=InChI=1S/C11H14N2O3S/c1-8(2)7-11(14)13-17(15,16)10-5-3-9(12)4-6-10/h3-7H,12H2,1-2H3,(H,13,14) Key:XRVJPLDTMUSSDE-UHFFFAOYSA-N

Sulfadicramide (marketed asIrgamid) is an anti-infective.^[1]

^Grześkowiak E, Partyka D, Simon M, Zgrabczyńska M, Wiśniewska A (2001). "Technology and physico-chemical evaluation of solid ocular inserts containing sulfadicramide and hyaluronic acid".Acta Poloniae Pharmaceutica.58 (6):453–458.PMID 12197618.

Antifolates
(inhibit bacterial
purine metabolism,
thereby inhibiting
DNA and RNA
synthesis)

Short-acting	Sulfaisodimidine Sulfamethizole Sulfadimidine (Sulfamethazine,Sulfadimerazine,Sulfadimezine) Sulfapyridine (Sulfasalazine) Sulfafurazole (Acetyl sulfisoxazole) Sulfanilamide Prontosil Sulfathiazole (Phthalylsulfathiazole,Succinylsulfathiazole) Sulfathiourea
Intermediate-acting	Sulfamethoxazole Sulfadiazine^# Sulfamoxole
Long-acting	Sulfadimethoxine Sulfadoxine Sulfalene Sulfametomidine Sulfametoxydiazine Sulfamethoxypyridazine Sulfaperin Sulfamerazine Sulfaphenazole Sulfamazone
Other/ungrouped	Mafenide Sulfacetamide Sulfaclozine Sulfadicramide Sulfaguanidine Sulfametrole Sulfanitran

Combinations

Other DHPS inhibitors

Quinolones
(inhibit bacterial
topoisomerase
and/orDNA gyrase,
thereby inhibiting
DNA replication)

2nd generation	Ciprofloxacin^# Ofloxacin Enoxacin^‡ Fleroxacin^‡ Lomefloxacin^‡ Nadifloxacin^‡/Levonadifloxacin/Alalevonadifloxacin Norfloxacin^‡ Pefloxacin^‡ Rufloxacin^‡
3rd generation	Levofloxacin^# Balofloxacin^‡ Grepafloxacin^‡ Pazufloxacin^‡ Sparfloxacin^‡ Temafloxacin^‡ Tosufloxacin^‡
4th generation	Besifloxacin Delafloxacin Gatifloxacin Finafloxacin Gemifloxacin Moxifloxacin^# Clinafloxacin^† Garenoxacin^‡ Prulifloxacin^‡ Sitafloxacin^‡ Trovafloxacin^‡/Alatrofloxacin^‡
Veterinary	Danofloxacin Difloxacin Enrofloxacin Ibafloxacin Marbofloxacin Orbifloxacin Pradofloxacin Sarafloxacin^‡

Newer non-fluorinated

Related (DG)

Nitroimidazole derivatives	Secnidazole

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin^# Rifabutin^# Rifapentine^# Rifaximin Rifalazil^§
Lipiarmycins	Fidaxomicin

v t e Ophthalmologicals:anti-infectives (S01A)
Antibiotics	amphenicols (Chloramphenicol Azidamfenicol) tetracyclines (Tetracycline Chlortetracycline Oxytetracycline) aminoglycosides (Dihydrostreptomycin Neomycin Framycetin Kanamycin Amikacin Tobramycin Gentamicin Netilmicin Micronomicin) macrolides (Erythromycin Natamycin) beta-lactams (Ampicillin Benzylpenicillin) polypeptides (Polymyxin B Tyrothricin) Rifamycin Fusidic acid
Sulfonamides	Sulfacetamide Sulfadicramide Sulfafenazol Sulfafurazole Sulfamethizole
Antivirals	Aciclovir Famciclovir Fomivirsen Ganciclovir Idoxuridine Interferon Trifluridine Vidarabine
Fluoroquinolones	Besifloxacin Ciprofloxacin Gatifloxacin Levofloxacin (+dexamethasone) Lomefloxacin Moxifloxacin Norfloxacin Ofloxacin Tosufloxacin
Other	Bibrocathol Chlorhexidine Dibrompropamidine Hexamidine Nitrofural Picloxydine Polihexanide Povidone-iodine Propamidine Resorcinol Sodium borate Sodium propionate

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