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Revision as of 19:24, 1 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (changes to watched fields - updated 'ChemSpiderID_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Misplaced Pages talk:WikiProject_Pha← Previous edit Latest revision as of 09:23, 13 November 2024 edit undoCbare (talk | contribs)104 editsm Add DrugBank accession 
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{{Short description|Chemical compound}}
{{Drugbox {{Drugbox
| Verifiedfields = changed
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 444070509 | verifiedrevid = 447906208
| IUPAC_name = 2-propylpyridine-4-carbothioamide | IUPAC_name = 2-propylpyridine-4-carbothioamide
| image = protionamide.png | image = Protionamide.svg
| image2 = Prothionamide 3D ball.png


<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename =
| Drugs.com = {{drugs.com|international|prothionamide}} | Drugs.com = {{drugs.com|international|prothionamide}}
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X --> | pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category = | pregnancy_category =
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --> | legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII --> | legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C --> | legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> | legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status = | legal_status =
| routes_of_administration = | routes_of_administration =


<!--Pharmacokinetic data--> <!--Pharmacokinetic data-->
| bioavailability = | bioavailability =
| protein_bound = | protein_bound =
| metabolism = | metabolism =
| elimination_half-life = | elimination_half-life =
| excretion = | excretion =


<!--Identifiers--> <!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 14222-60-7 | CAS_number = 14222-60-7
| ATC_prefix = J04 | ATC_prefix = J04
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| PubChem = 666418 | PubChem = 666418
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = | DrugBank = DB12667
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 76YOO33643 | UNII = 76YOO33643
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 579891


<!--Chemical data--> <!--Chemical data-->
| C=9 | H=12 | N=2 | S=1 | C=9 | H=12 | N=2 | S=1
| smiles = CCCc1cc(ccn1)C(=S)N
| molecular_weight = 180.271 g/mol
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = VRDIULHPQTYCLN-UHFFFAOYSA-N
}} }}
'''Protionamide''' (or '''prothionamide''') is a drug used in the treatment of ].<ref name="pmid17227913">{{cite journal |author=Wang F, Langley R, Gulten G, ''et al'' |title=Mechanism of thioamide drug action against tuberculosis and leprosy |journal=J. Exp. Med. |volume=204 |issue=1 |pages=73–8 |year=2007 |month=January |pmid=17227913 |pmc=2118422 |doi=10.1084/jem.20062100 |url=http://www.jem.org/cgi/pmidlookup?view=long&pmid=17227913}}</ref>


It has also been tested for use in the treatment of ].<ref name="pmid16525107">{{cite journal |author=Fajardo TT, Guinto RS, Cellona RV, Abalos RM, Dela Cruz EC, Gelber RH |title=A clinical trial of ethionamide and prothionamide for treatment of lepromatous leprosy |journal=Am. J. Trop. Med. Hyg. |volume=74 |issue=3 |pages=457–61 |year=2006 |month=March |pmid=16525107 |doi= |url=http://www.ajtmh.org/cgi/pmidlookup?view=long&pmid=16525107}}</ref> '''Protionamide''' (or '''prothionamide''') is a drug used in the treatment of ] and ].<ref name="pmid17227913">{{cite journal |vauthors=Wang F, Langley R, Gulten G, etal |title=Mechanism of thioamide drug action against tuberculosis and leprosy |journal=J. Exp. Med. |volume=204 |issue=1 |pages=73–8 |date=January 2007 |pmid=17227913 |pmc=2118422 |doi=10.1084/jem.20062100 |url=http://www.jem.org/cgi/pmidlookup?view=long&pmid=17227913}}</ref><ref name="pmid16525107">{{cite journal |vauthors=Fajardo TT, Guinto RS, Cellona RV, Abalos RM, Dela Cruz EC, Gelber RH |title=A clinical trial of ethionamide and prothionamide for treatment of lepromatous leprosy |journal=Am. J. Trop. Med. Hyg. |volume=74 |issue=3 |pages=457–61 |date=March 2006 |doi=10.4269/ajtmh.2006.74.457 |pmid=16525107 |s2cid=21415032 |url=http://www.ajtmh.org/cgi/pmidlookup?view=long&pmid=16525107|doi-access=free }}</ref>

==See also==
* ]


==References== ==References==
{{reflist}} {{reflist}}



{{Antimycobacterials}} {{Antimycobacterials}}


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{{antiinfective-drug-stub}} {{antiinfective-drug-stub}}

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Latest revision as of 09:23, 13 November 2024

Chemical compound Pharmaceutical compound
Prothionamide
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • 2-propylpyridine-4-carbothioamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.034.615 Edit this at Wikidata
Chemical and physical data
FormulaC9H12N2S
Molar mass180.27 g·mol
3D model (JSmol)
SMILES
  • CCCc1cc(ccn1)C(=S)N
InChI
  • InChI=1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)
  • Key:VRDIULHPQTYCLN-UHFFFAOYSA-N
  (what is this?)  (verify)

Protionamide (or prothionamide) is a drug used in the treatment of tuberculosis and leprosy.

References

  1. Wang F, Langley R, Gulten G, et al. (January 2007). "Mechanism of thioamide drug action against tuberculosis and leprosy". J. Exp. Med. 204 (1): 73–8. doi:10.1084/jem.20062100. PMC 2118422. PMID 17227913.
  2. Fajardo TT, Guinto RS, Cellona RV, Abalos RM, Dela Cruz EC, Gelber RH (March 2006). "A clinical trial of ethionamide and prothionamide for treatment of lepromatous leprosy". Am. J. Trop. Med. Hyg. 74 (3): 457–61. doi:10.4269/ajtmh.2006.74.457. PMID 16525107. S2CID 21415032.
Antimycobacterials, including tuberculosis treatment and leprostatic agents (J04)
Nucleic acid inhibitor
Rifamycins/
RNA polymerase inhibitor
Antifolates/DSI
ASA
Topoisomerase inhibitors/
quinolones
Protein synthesis inhibitor
Aminoglycosides
Oxazolidone
Polypeptide antibiotics
Cell envelope antibiotic
Peptidoglycan layer
Arabinogalactan layer
Mycolic acid layer
Other/unknown
Combinations
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