Sulfathiazole: Difference between revisions

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Sulfathiazole
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	D06BA02 (WHO) J01EB07 (WHO) Template:ATCvet;
Identifiers
	IUPAC name 4-amino-N-(1,3-thiazol-2-yl)benzenesulfonamide;
CAS Number	72-14-0 ;
PubChem CID	5340;
DrugBank	DB06147 ;
ChemSpider	5148 ;
UNII	Y7FKS2XWQH;
KEGG	D01047 ;
ChEBI	CHEBI:9337 ;
ChEMBL	ChEMBL437 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C9H9N3O2S2
Molar mass	255.319 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=S(=O)(Nc1nccs1)c2ccc(N)cc2;
	InChI InChI=1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12) ; Key:JNMRHUJNCSQMMB-UHFFFAOYSA-N ;
(verify)

VisualWikitext

Latest revision as of 20:17, 10 April 2015

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Sulfathiazole is an organosulfur compound used as a short-acting sulfa drug. It is an organic compound. Formerly, it was a common oral and topical antimicrobial, until less toxic alternatives were discovered. It is still occasionally used, sometimes in combination with sulfabenzamide and sulfacetamide, and in aquariums.

It exists in various forms (polymorphs). The imide tautomer is dominant, at least in the solid state. In this tautomer, the proton resides on the ring nitrogen, not the structure shown above.^[1]

Cultural references

Sulfathiazole is mentioned in chapter 104 of Kurt Vonnegut's novel Cat's Cradle and New Dictonary, and several of his short stories. Thoma Heggen's 1946 novel Mister Roberts mentions the use of sulfathiazole to treat gonorrhea, and Sonya Dorman's short story When I was Miss Dow in 1966. Also the 1998 movie Dead Heat mentions the chemical as a drug used with reanimation of dead bodies.

Sulfathiazole is mentioned in "The World According To Garp" in chapter 1 where Garps mother winesses it being dispensed to WWII soldiers.

References

↑ G. J. Kruger and G. Gafner "The crystal structure of sulphathiazole II" Acta Cryst. (1971). B27, 326-333.doi:10.1107/S0567740871002176

Template:Sulfonamides and trimethoprim

[1] G. J. Kruger and G. Gafner "The crystal structure of sulphathiazole II" Acta Cryst. (1971). B27, 326-333.doi:10.1107/S0567740871002176

[1]

@@ Line 1: / Line 1: @@
-{{Drugbox|
+{{Drugbox
-|IUPAC_name = 4-amino-''N''-(1,3-thiazol-2-yl)benzenesulfonamide
+| verifiedrevid = 470473528
-| image=Sulfathiazole skeletal.svg
+| IUPAC_name = 4-amino-''N''-(1,3-thiazol-2-yl)benzenesulfonamide
-| CAS_number=
+| image =Sulfathiazole skeletal.png
-| ATC_prefix=D06
+| image2 =Sulfathiazole substance photo.jpg
-| ATC_suffix=BA02
-| ATC_supplemental={{ATC|J01|EB07}}
+<!--Clinical data-->
-| PubChem=5340
+| tradename =
-| DrugBank=
+| Drugs.com = {{drugs.com|international|sulfathiazole}}
-| C=9 | H=9 | N=3 | O=2 | S=2
+| pregnancy_category =
+| legal_status =
+| routes_of_administration =
+<!--Pharmacokinetic data-->
+| bioavailability =
+| metabolism =
+| excretion =
+<!--Identifiers-->
+| CASNo_Ref = {{cascite|correct|CAS}}
+| CAS_number_Ref = {{cascite|correct|??}}
+| CAS_number = 72-14-0
+| ATC_prefix = D06
+| ATC_suffix = BA02
+| ATC_supplemental = {{ATC|J01|EB07}} {{ATCvet|J01|EQ07}}
+| PubChem = 5340
+| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
+| DrugBank = DB06147
+| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
+| ChemSpiderID = 5148
+| UNII_Ref = {{fdacite|correct|FDA}}
+| UNII = Y7FKS2XWQH
+| KEGG_Ref = {{keggcite|correct|kegg}}
+| KEGG = D01047
+| ChEBI_Ref = {{ebicite|correct|EBI}}
+| ChEBI = 9337
+| ChEMBL_Ref = {{ebicite|correct|EBI}}
+| ChEMBL = 437
+<!--Chemical data-->
+| C=9 | H=9 | N=3 | O=2 | S=2
 | molecular_weight = 255.319 g/mol
-| bioavailability=
+| smiles = O=S(=O)(Nc1nccs1)c2ccc(N)cc2
-| metabolism =
+| InChI = 1/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12)
-| elimination_half-life=
+| InChIKey = JNMRHUJNCSQMMB-UHFFFAOYAE
-| excretion =
+| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
-| pregnancy_category =
+| StdInChI = 1S/C9H9N3O2S2/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9/h1-6H,10H2,(H,11,12)
-| legal_status =
+| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
-| routes_of_administration=
+| StdInChIKey = JNMRHUJNCSQMMB-UHFFFAOYSA-N
 }}
-'''Sulfathiazole''' is a short-acting [[Sulfonamide (medicine)|sulfa drug]]. It used to be a common oral and topical [[antimicrobial]] until less toxic alternatives were discovered. It is still occasionally used, sometimes in combination with [[sulfabenzamide]] and [[sulfacetamide]], and in [[aquarium]]s.
+__Notoc__
+{{SI}}
+{{CMG}}
+==Overview==
+'''Sulfathiazole''' is an [[organosulfur compound]] used as a short-acting [[Sulfonamide (medicine)|sulfa drug]]. It is an organic compound. Formerly,  it was a common oral and topical [[antimicrobial]], until less toxic alternatives were discovered. It is still occasionally used, sometimes in combination with [[sulfabenzamide]] and [[sulfacetamide]], and in [[aquarium]]s.
+It exists in various forms ([[Polymorphism (materials science)|polymorph]]s).  The imide [[tautomer]] is dominant, at least in the solid state.  In this tautomer, the proton resides on the ring nitrogen, not the structure shown above.<ref>G. J. Kruger and G. Gafner "The crystal structure of sulphathiazole II" Acta Cryst. (1971). B27, 326-333.{{doi|10.1107/S0567740871002176}}</ref>
 ==Cultural references==
-Sulfathiazole is mentioned in chapter 104 of [[Kurt Vonnegut]]'s novel [[Cat's Cradle]], and several of his short stories.
+Sulfathiazole is mentioned in chapter 104 of [[Kurt Vonnegut]]'s novel [[Cat's Cradle]] and New Dictonary, and several of his short stories.  [[Thoma Heggen]]'s 1946 novel [[Mister Roberts (novel)|Mister Roberts]] mentions the use of sulfathiazole to treat [[gonorrhea]], and Sonya Dorman's short story [[When I was Miss Dow]] in 1966.  Also the 1998 movie Dead Heat mentions the chemical as a drug used with reanimation of dead bodies.
+Sulfathiazole is mentioned in "The World According To Garp" in chapter 1 where Garps mother winesses it being dispensed to WWII soldiers.
+==References==
+{{Reflist|2}}
-{{pharma-stub}}
 {{Antibiotics and chemotherapeutics for dermatological use}}
 {{Sulfonamides and trimethoprim}}
-[[de:Sulfathiazol]]
-[[pl:Sulfatiazol]]
+[[Category:Thiazoles]]
-[[th:ซัลฟาไทอะโซล]]
+[[Category:Sulfonamide antibiotics]]
-[[Category:Antimicrobials]]
+[[Category:Drug]]

v t e Antibiotics and chemotherapeutics for dermatological use (D06)
Antibiotics: tetracycline and derivatives	Demeclocycline - Chlortetracycline - Oxytetracycline - Tetracycline
Antibiotics: other	Fusidic acid - Chloramphenicol - Neomycin - Bacitracin - Gentamicin - Tyrothricin - Mupirocin - Nadifloxacin - Virginiamycin - Rifaximin - Amikacin
Chemotherapeutics: sulfonamides	Silver sulfadiazine - Sulfathiazole - Mafenide - Sulfamethizole - Sulfanilamide - Sulfamerazine
Chemotherapeutics: antivirals	Idoxuridine - Tromantadine - Aciclovir - Podophyllotoxin - Inosine - Penciclovir - Lysozyme - Ibacitabine - Edoxudine - Imiquimod - Docosanol
Chemotherapeutics: other	Metronidazole

Sulfathiazole: Difference between revisions

Latest revision as of 20:17, 10 April 2015

Overview

Cultural references

References

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