Sulfamerazine: Difference between revisions

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Revision as of 00:31, 22 October 2011 editCheMoBot (talk \| contribs)Bots141,565 edits Updating {{drugbox}} (changes to verified and watched fields - updated 'CAS_number_Ref') per Chem/Drugbox validation (report errors or bugs)← Previous edit		Revision as of 14:35, 11 January 2012 edit undoCheMoBot (talk \| contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid) per Chem/Drugbox validation (report errors or bugs)Next edit →
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		⚫	\| verifiedrevid = 470473035
	\| Verifiedfields = changed
	\| Watchedfields = changed
⚫	\| verifiedrevid = ~~409963594~~
	\| IUPAC_name = 4-amino-''N''-(4-methylpyrimidin-2-yl)<br>benzenesulfonamide		\| IUPAC_name = 4-amino-''N''-(4-methylpyrimidin-2-yl)<br>benzenesulfonamide
	\| image = Sulfamerazine_Structural_Formulae_V.1.svg‎		\| image = Sulfamerazine_Structural_Formulae_V.1.svg‎
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	\| ATC_suffix = ED07		\| ATC_suffix = ED07
	\| PubChem = 5325		\| PubChem = 5325
	\| DrugBank_Ref = {{drugbankcite\|~~changed~~\|drugbank}}		\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}
	\| DrugBank = DB01581		\| DrugBank = DB01581
	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}		\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
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	\| KEGG_Ref = {{keggcite\|correct\|kegg}}		\| KEGG_Ref = {{keggcite\|correct\|kegg}}
	\| KEGG = D02435		\| KEGG = D02435
	\| ChEBI_Ref = {{ebicite\|~~changed~~\|EBI}}		\| ChEBI_Ref = {{ebicite\|correct\|EBI}}
	\| ChEBI = 102130		\| ChEBI = 102130
	\| ChEMBL_Ref = {{ebicite\|correct\|EBI}}		\| ChEMBL_Ref = {{ebicite\|correct\|EBI}}

Revision as of 14:35, 11 January 2012

Pharmaceutical compound

Sulfamerazine
Clinical data

AHFS/Drugs.com	International Drug Names
ATC code	J01ED07 (WHO)
Identifiers
IUPAC name 4-amino-N-(4-methylpyrimidin-2-yl) benzenesulfonamide
CAS Number	127-79-7
PubChem CID	5325
DrugBank	DB01581
ChemSpider	5134
UNII	UR1SAB295F
KEGG	D02435
ChEBI	CHEBI:102130
ChEMBL	ChEMBL438
CompTox Dashboard (EPA)	DTXSID0023612
ECHA InfoCard	100.004.425
Chemical and physical data
Formula	C₁₁H₁₂N₄O₂S
Molar mass	264.305 g/mol g·mol
3D model (JSmol)	Interactive image
SMILES O=S(=O)(Nc1nc(ccn1)C)c2ccc(N)cc2
InChI InChI=1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15) Key:QPPBRPIAZZHUNT-UHFFFAOYSA-N
(verify)

Sulfamerazine is a sulfonamide antibacterial.

Antibiotics and chemotherapeutics for dermatological use (D06)

Antibiotics

Tetracycline and derivatives

Others

Amphenicol: Chloramphenicol

Quinolones: Nadifloxacin

Streptogramin: Virginiamycin

Rifamycin: Rifaximin

Chemotherapeutics

Sulfonamides	Mafenide Silver sulfadiazine Sulfamerazine Sulfamethizole Sulfanilamide Sulfathiazole
Antivirals	Aciclovir Berdazimer sodium Docosanol Edoxudine Ibacitabine Idoxuridine Imiquimod Inosine Lysine Lysozyme Penciclovir Podophyllotoxin Resiquimod Tromantadine
Other	Ingenol mebutate Metronidazole Tirbanibulin

Antibacterials that inhibit nucleic acid (J01E, J01M)

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

DHFR inhibitor

2,4-Diaminopyrimidine

Sulfonamides
(DHPS inhibitor)

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/or DNA gyrase,
thereby inhibiting
DNA replication)

1st generation

Fluoroquinolones

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)

Aminocoumarins: Novobiocin

Anaerobic DNA
inhibitors

Nitroimidazole derivatives	Secnidazole

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin Rifabutin Rifapentine Rifaximin Rifalazil
Lipiarmycins	Fidaxomicin

WHO-EM
Withdrawn from market
Clinical trials:
- Phase III
- Never to phase III

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