Acetarsol: Difference between revisions

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{{Drugbox
{{Chembox
| IUPAC_name        = (3-Acetamido-4-hydroxyphenyl)arsonic acid
| Verifiedfields = changed
| image            = Acetarsol.png
| verifiedrevid = 477238724
| CAS_number        = 97-44-9
| ImageFile = Acetarsol.svg
| ATC_prefix        = A07
| ImageFile_Ref = {{chemboximage|correct|??}}
| ATC_suffix        = AX02
| ImageSize = 244
| PubChem           = 1985
| ImageName = Kekulé, skeletal formula of acetarsol
| DrugBank          =  
| PIN = Acetarsone{{Citation needed|date = June 2011}}
| chemical_formula = C<sub>8</sub>H<sub>10</sub>AsNO<sub>5</sub>
| SystematicName = (3-Acetamido-4-hydroxyphenyl)arsonic acid<ref>{{Cite web|url = http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=1985|title = acetarsol - PubChem Public Chemical Database|work = The PubChem Project|location = USA|publisher = National Center for Biotechnology Information}}</ref>
| molecular_weight = 275.0903 g/mol
| OtherNames = 3-Acetamido-4-hydroxyphenylarsonic acid{{Citation needed|date = June 2011}}
| bioavailability  =  
| Section1 = {{Chembox Identifiers
| protein_bound    =  
|  CASNo_Ref = {{cascite|changed|??}}
| metabolism        =  
| CASNo = 97-44-9
| elimination_half-life =  
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| excretion        =  
| ChEMBL = 1330792
| pregnancy_AU      =  <!-- A / B1 / B2 / B3 / C / D / X -->
| PubChem = 1985
| pregnancy_US      =  <!-- A / B            / C / D / X -->
| PubChem_Ref = {{Pubchemcite|correct|pubchem}}
| pregnancy_category=   
|  ChemSpiderID = 1908
| legal_AU          =  <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
|  ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| legal_CA          =  <!--             / Schedule I, II, III, IV, V, VI, VII, VIII -->
| UNII = 806529YU1N
| legal_UK          =  <!-- GSL        / P      / POM / CD / Class A, B, C -->
| UNII_Ref = {{fdacite|correct|FDA}}
| legal_US          =  <!-- OTC                  / Rx-only / Schedule I, II, III, IV, V -->
| EINECS = 202-582-3
| legal_status      =
| UNNumber = 3465
| routes_of_administration =
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07110
| MeSHName = Acetarsol
| ATCCode_prefix = A07
| ATCCode_suffix = AX02
| ATC_Supplemental = {{ATC|G01|AB01}}, {{ATC|P01|CD02}}, {{ATC|P51|AD05}}
| SMILES = CC(=O)Nc1cc(ccc1O)[As](O)(O)=O
| SMILES1 = CC(=O)NC1=CC(=CC=C1O)[As](O)(O)=O
| StdInChI = 1S/C8H10AsNO5/c1-5(11)10-7-4-6(9(13,14)15)2-3-8(7)12/h2-4,12H,1H3,(H,10,11)(H2,13,14,15)
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| InChI = 1/C8H10AsNO5/c1-5(11)10-7-4-6(9(13,14)15)2-3-8(7)12/h2-4,12H,1H3,(H,10,11)(H2,13,14,15)
|  StdInChIKey = ODFJOVXVLFUVNQ-UHFFFAOYSA-N
|  StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
|  InChIKey = ODFJOVXVLFUVNQ-UHFFFAOYAX}}
| Section2 = {{Chembox Properties
| Formula = {{Chem|C|8|AsNH|10|O|5}}
|  MolarMass = 275.0903 g mol<sup>−1</sup>
|  ExactMass = 274.977493852 g mol<sup>−1</sup>
}}
| Section3 = {{Chembox Hazards
| GHSPictograms = {{GHS skull and crossbones}} {{GHS environment}}
|  GHSSignalWord = Danger
|  HPhrases = {{H-phrases|301|331|410}}
|  PPhrases = {{P-phrases|261|273|301+310|311|501}}
|  EUClass = {{Hazchem T}} {{Hazchem N}}
|  RPhrases = {{R23/25}}, {{R50/53}}
| SPhrases = {{S20/21}}, {{S28}}, {{S45}}, {{S60}}, {{S61}}
}}
}}
}}


'''Acetarsol''' is an anti-infective.<ref name="pmid12035784">{{cite journal |author=Chen MY, Smith NA, Fox EF, Bingham JS, Barlow D |title=Acetarsol pessaries in the treatment of metronidazole resistant Trichomonas vaginalis |journal=Int J STD AIDS |volume=10 |issue=4 |pages=277–80 |date=April 1999 |pmid=12035784 |doi= 10.1258/0956462991913943|url=http://ijsa.rsmjournals.com/cgi/pmidlookup?view=long&pmid=12035784}}</ref>


'''Acetarsol''' is an anti-infective.
It was first discovered in 1921 at [[Pasteur Institute]] by [[Ernest Fourneau]], and sold under the brand name '''Stovarsol''' (''fourneau'' is the French word for stove).<ref>[http://www.ordre.pharmacien.fr/upload/Syntheses/161.pdf Éric Fouassier, ''Ces poisons qui guérissent'', oct. 1996, p. 5.]</ref><ref>''Traité de chimie organique'', sous la direction de Victor Grignard, Paul Baud, vol. 22, Masson, 1959, p. 1127-1130.</ref>


It has been given in [[suppositories]].<ref name="pmid15352902">{{cite journal |author=Gionchetti P, Rizzello F, Morselli C, Campieri M |title=Review article: problematic proctitis and distal colitis |journal=Aliment. Pharmacol. Ther. |volume=20 Suppl 4 |issue= |pages=93–6 |date=October 2004 |pmid=15352902 |doi=10.1111/j.1365-2036.2004.02049.x |url=http://www3.interscience.wiley.com/resolve/openurl?genre=article&sid=nlm:pubmed&issn=0269-2813&date=2004&volume=20&issue=&spage=93}}</ref>


{{pharma-stub}}
==References==
{{Reflist}}


{{Antidiarrheals, intestinal anti-inflammatory/anti-infective agents}}
{{Antidiarrheals, intestinal anti-inflammatory/anti-infective agents}}
{{Agents against leishmaniasis and trypanosomiasis}}


[[Category:Arsenic compounds]]
[[Category:Antiprotozoal agents]]
[[Category:Acetanilides]]
[[Category:Arsonic acids]]
[[Category:Phenols]]


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Revision as of 14:59, 9 April 2015

Template:Chembox ECNumberTemplate:Chembox E numberTemplate:Chembox UNNumberTemplate:Chembox GHSPictogramsTemplate:Chembox GHSSignalWordTemplate:Chembox HPhrasesTemplate:Chembox PPhrases
Acetarsol
Kekulé, skeletal formula of acetarsol
Names
Preferred IUPAC name
Acetarsone[citation needed]
Systematic IUPAC name
(3-Acetamido-4-hydroxyphenyl)arsonic acid[1]
Other names
3-Acetamido-4-hydroxyphenylarsonic acid[citation needed]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value). Lua error in Module:Wikidata at line 879: attempt to index field 'wikibase' (a nil value).
KEGG
MeSH Acetarsol
UNII
Properties
C
8AsNH
10O
5
Molar mass 275.0903 g mol−1
Hazards
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references

Acetarsol is an anti-infective.[2]

It was first discovered in 1921 at Pasteur Institute by Ernest Fourneau, and sold under the brand name Stovarsol (fourneau is the French word for stove).[3][4]

It has been given in suppositories.[5]

References

  1. ↑ "acetarsol - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology Information.
  2. ↑ Chen MY, Smith NA, Fox EF, Bingham JS, Barlow D (April 1999). "Acetarsol pessaries in the treatment of metronidazole resistant Trichomonas vaginalis". Int J STD AIDS. 10 (4): 277–80. doi:10.1258/0956462991913943. PMID 12035784.
  3. ↑ Éric Fouassier, Ces poisons qui guérissent, oct. 1996, p. 5.
  4. ↑ Traité de chimie organique, sous la direction de Victor Grignard, Paul Baud, vol. 22, Masson, 1959, p. 1127-1130.
  5. ↑ Gionchetti P, Rizzello F, Morselli C, Campieri M (October 2004). "Review article: problematic proctitis and distal colitis". Aliment. Pharmacol. Ther. 20 Suppl 4: 93–6. doi:10.1111/j.1365-2036.2004.02049.x. PMID 15352902.

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