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Revision as of 13:15, 3 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (changes to watched fields - updated 'ChemSpiderID_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Misplaced Pages talk:WikiProject_Pharmacology|er← Previous edit Latest revision as of 23:00, 1 April 2023 edit undoEntranced98 (talk | contribs)Extended confirmed users, Pending changes reviewers, Rollbackers172,831 edits Importing Wikidata short description: "Chemical compound"Tag: Shortdesc helper 
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{{Short description|Chemical compound}}
{{Drugbox {{Drugbox
| Verifiedfields = changed
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 443448273 | verifiedrevid = 448221674
| IUPAC_name = ''O''-Tricycloundeca-2,4,6-trien-4-yl methyl(3-methylphenyl)carbamothioate
| IUPAC_name =
| image = tolciclate.png | image = Tolciclate.svg
| image2 = Tolciclate 3D spacefill.png
| width2 = 200
| alt2 = Space-filling model of the tolciclate molecule


<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename =
| Drugs.com = {{drugs.com|international|tolciclate}} | Drugs.com = {{drugs.com|international|tolciclate}}
| 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 = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled--> | legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
| 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, or Class A, B, C --> | legal_UK = <!-- GSL, P, POM, CD, or 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 = 50838-36-3 | CAS_number = 50838-36-3
| ATC_prefix = D01 | ATC_prefix = D01
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| PubChem = 5506 | PubChem = 5506
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = | DrugBank =
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = T3TZ02X2AZ | UNII = T3TZ02X2AZ
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D01384 | KEGG = D01384
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 5305
| synonyms = <small>''O''-(1,2,3,4-Tetrahydro-1,4-methanonaphthalen-6-yl) ''m'',''N''-dimethylthiocarbanilate</small><ref name="INN">{{cite web|title=International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary names: List 15|url=https://www.who.int/medicines/publications/druginformation/innlists/RL15.pdf|publisher=World Health Organization|access-date=12 November 2016|date=1975}}</ref>


<!--Chemical data--> <!--Chemical data-->
| C=20 | H=21 | N=1 | O=1 | S=1 | C=20 | H=21 | N=1 | O=1 | S=1
| smiles = Cc1cccc(c1)N(C)C(=S)Oc2ccc3c(c2)C4CCC3C4
| molecular_weight = 323.45 g/mol
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C20H21NOS/c1-13-4-3-5-16(10-13)21(2)20(23)22-17-8-9-18-14-6-7-15(11-14)19(18)12-17/h3-5,8-10,12,14-15H,6-7,11H2,1-2H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = CANCCLAKQQHLNK-UHFFFAOYSA-N
}} }}


'''Tolciclate''' is an ].<ref name="pmid3524433">{{cite journal |author=Ryder NS, Frank I, Dupont MC |title=Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate |journal=Antimicrob. Agents Chemother. |volume=29 |issue=5 |pages=858–60 |year=1986 |month=May |pmid=3524433 |pmc=284167 |doi= |url=http://aac.asm.org/cgi/pmidlookup?view=long&pmid=3524433}}</ref><ref name="pmid907333">{{cite journal |author=Bianchi A, Monti G, de Carneri I |title=Tolciclate: further antimycotic studies |journal=Antimicrob. Agents Chemother. |volume=12 |issue=3 |pages=429–30 |year=1977 |month=September |pmid=907333 |pmc=429931 |doi= |url=http://aac.asm.org/cgi/pmidlookup?view=long&pmid=907333}}</ref> '''Tolciclate''' (])<ref name="INN" />{{rp|9}} is an ] medication.<ref name="pmid3524433">{{cite journal | vauthors = Ryder NS, Frank I, Dupont MC | title = Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate | journal = Antimicrobial Agents and Chemotherapy | volume = 29 | issue = 5 | pages = 858–60 | date = May 1986 | pmid = 3524433 | pmc = 284167 | doi = 10.1128/aac.29.5.858 }}</ref><ref name="pmid907333">{{cite journal | vauthors = Bianchi A, Monti G, de Carneri I | title = Tolciclate: further antimycotic studies | journal = Antimicrobial Agents and Chemotherapy | volume = 12 | issue = 3 | pages = 429–30 | date = September 1977 | pmid = 907333 | pmc = 429931 | doi = 10.1128/aac.12.3.429 }}</ref>


==References== == See also ==
* ]

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




{{Antifungals}} {{Antifungals}}


] ]
]
]
]


{{antiinfective-drug-stub}}

{{dermatologic-drug-stub}} {{dermatologic-drug-stub}}

Latest revision as of 23:00, 1 April 2023

Chemical compound Pharmaceutical compound
Tolciclate
Space-filling model of the tolciclate molecule
Clinical data
Other namesO-(1,2,3,4-Tetrahydro-1,4-methanonaphthalen-6-yl) m,N-dimethylthiocarbanilate
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • O-Tricycloundeca-2,4,6-trien-4-yl methyl(3-methylphenyl)carbamothioate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.051.611 Edit this at Wikidata
Chemical and physical data
FormulaC20H21NOS
Molar mass323.45 g·mol
3D model (JSmol)
SMILES
  • Cc1cccc(c1)N(C)C(=S)Oc2ccc3c(c2)C4CCC3C4
InChI
  • InChI=1S/C20H21NOS/c1-13-4-3-5-16(10-13)21(2)20(23)22-17-8-9-18-14-6-7-15(11-14)19(18)12-17/h3-5,8-10,12,14-15H,6-7,11H2,1-2H3
  • Key:CANCCLAKQQHLNK-UHFFFAOYSA-N
  (what is this?)  (verify)

Tolciclate (INN) is an antifungal medication.

See also

References

  1. ^ "International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary names: List 15" (PDF). World Health Organization. 1975. Retrieved 12 November 2016.
  2. Ryder NS, Frank I, Dupont MC (May 1986). "Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate". Antimicrobial Agents and Chemotherapy. 29 (5): 858–60. doi:10.1128/aac.29.5.858. PMC 284167. PMID 3524433.
  3. Bianchi A, Monti G, de Carneri I (September 1977). "Tolciclate: further antimycotic studies". Antimicrobial Agents and Chemotherapy. 12 (3): 429–30. doi:10.1128/aac.12.3.429. PMC 429931. PMID 907333.
Antifungals (D01 and J02)
Wall/
membrane
Ergosterol
inhibitors
Azoles (lanosterol 14α-
demethylase inhibitors)
Imidazoles
  • Systemic: ketoconazole
Triazoles
Thiazoles
Polyene antimycotics
(ergosterol binding)
Squalene monooxygenase
inhibitors
Allylamines
Benzylamines
Others
β-glucan synthase
inhibitors
Intracellular
Pyrimidine analogues/
thymidylate synthase inhibitors
Mitotic inhibitors
Aminoacyl tRNA synthetase inhibitors
Others
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