Cinchocaine: Difference between revisions

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Cinchocaine
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	topical, intravenous (equine euthanasia)
ATC code	C05AD04 (WHO) D04AB02 (WHO) N01BB06 (WHO) S01HA06 (WHO) S02DA04 (WHO);
Legal status
Legal status	US: OTC ;
Identifiers
	IUPAC name 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide;
CAS Number	85-79-0 ;
PubChem CID	3025;
DrugBank	DB00527 ;
ChemSpider	2917 ;
UNII	L6JW2TJG99;
KEGG	D00733 ;
ChEBI	CHEBI:247956 ;
ChEMBL	ChEMBL1086 ;
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	C20H29N3O2
Molar mass	343.463 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C(c1c2ccccc2nc(OCCCC)c1)NCCN(CC)CC;
	InChI InChI=1S/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24) ; Key:PUFQVTATUTYEAL-UHFFFAOYSA-N ;
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VisualWikitext

Revision as of 12:48, 13 April 2015

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

Overview

Cinchocaine (INN/BAN) or dibucaine (USAN) is an amide local anesthetic. Among the most potent and toxic of the long-acting local anesthetics, current use of cinchocaine is generally restricted to spinal and topical anesthesia.^[1]^[2] It is sold under the brand names Cincain, Nupercainal, Nupercaine and Sovcaine.

Medical use

Cinchocaine is the active ingredient in some topical hemorrhoid creams such as Proctosedyl. It is also a component of the veterinary drug Somulose, used for euthanasia of horses and cattle.

Physical properties

Cinchocaine is relatively insoluble in alkaline aquatic solutions.

References

↑ Martindale, The Extra Pharmacopoeia, 30th ed, p1006
↑ Dibucaine

Abdel-Ghani N, Youssef A, Awady M (2005). "Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry". Farmaco. 60 (5): 419–24. doi:10.1016/j.farmac.2005.03.001. PMID 15910814.
Souto-Padron T, Lima AP, de Oliveira Ribeiro R. (2006). "Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi". Parasitol Res. 99 (4): 317–20. doi:10.1007/s00436-006-0192-1. PMID 16612626.
Nounou M, El-Khordagui L, Khalafallah N (2005). "Effect of various formulation variables on the encapsulation and stability of dibucaine base in multilamellar vesicles". Acta Pol Pharm. 62 (5): 369–79. PMID 16459486.
Aroti,A.;Leontidis, E. (2001). "Simultaneous Determination of the Ionization Constant and the Solubility of Sparingly Soluble Drug Substances. A Physical Chemistry Experiment". Journal of Chemical Education. 78 (6): 786–788. doi:10.1021/ed078p786.

Template:Vasoprotectives Template:Antipruritics

Template:Dermatologic-drug-stub Template:Nervous-system-drug-stub

[1] Martindale, The Extra Pharmacopoeia, 30th ed, p1006

[2] Dibucaine

[1]

[2]

@@ Line 3: / Line 3: @@
 | verifiedrevid = 460037677
 | IUPAC_name = 2-butoxy-''N''-[2-(diethylamino)ethyl]quinoline-4-carboxamide
-| image = Cinchocaine.svg
+| image = Cinchocaine Wiki Str.png
-| image2 = Cinchocaine 3D ball-and-stick.png
+| image2 = Cinchocaine BnS.png
 <!--Clinical data-->
@@ Line 57: / Line 57: @@
 | StdInChIKey = PUFQVTATUTYEAL-UHFFFAOYSA-N
 }}
+__NOTOC__
+{{SI}}
+{{CMG}}
+== Overview ==
 '''Cinchocaine''' ([[International Nonproprietary Name|INN]]/[[British Approved Name|BAN]]) or '''dibucaine''' ([[United States Adopted Name|USAN]]) is an [[amide]] [[local anesthetic]]. Among the most potent and toxic of the long-acting local anesthetics, current use of cinchocaine is generally restricted to spinal and topical anesthesia.<ref>Martindale, The Extra Pharmacopoeia, 30th ed, p1006</ref><ref>[http://www.nlm.nih.gov/cgi/mesh/2009/MB_cgi?mode=&term=Dibucaine Dibucaine]</ref> It is sold under the brand names '''Cincain''', '''Nupercainal''', '''Nupercaine''' and '''Sovcaine'''.
@@ Line 69: / Line 73: @@
 ==References==
-{{reflist}}
+{{reflist|2}}
 ==Further reading==
@@ Line 83: / Line 87: @@
 {{nervous-system-drug-stub}}
+[[Category:Drug]]
 [[Category:Local anesthetics]]
 [[Category:Quinolines]]
 [[Category:Phenol ethers]]
 [[Category:Amides]]

v t e Anesthetics: Local anesthetics (N01B)
Esters of aminobenzoic acid	Amylocaine, Benzocaine, Butacaine, Chloroprocaine, Dimethocaine, Meprylcaine, Orthocaine, Propoxycaine, Procaine, Proparacaine, Risocaine, Tetracaine
Amides	Articaine, Bupivacaine, Carticaine, Cinchocaine, Etidocaine, Levobupivacaine, Lidocaine, Mepivacaine, Prilocaine, Ropivacaine, Trimecaine
Esters of benzoic acid	Cocaine, Piperocaine
Other	Hexylcaine, Iontocaine, Lidocaine/prilocaine

Cinchocaine: Difference between revisions

Revision as of 12:48, 13 April 2015

Overview

Medical use

Physical properties

See also

References

Further reading

Navigation menu

Clinical data


AHFS/Drugs.com	International Drug Names
Routes of administration	topical, intravenous (equine euthanasia)
ATC code	C05AD04 (WHO) D04AB02 (WHO) N01BB06 (WHO) S01HA06 (WHO) S02DA04 (WHO)
Legal status
Legal status	US: OTC
Identifiers
IUPAC name 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
CAS Number	85-79-0^Y
PubChem CID	3025
DrugBank	DB00527^Y
ChemSpider	2917^Y
UNII	L6JW2TJG99
KEGG	D00733^Y
ChEBI	CHEBI:247956^Y
ChEMBL	ChEMBL1086^Y
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	C₂₀H₂₉N₃O₂
Molar mass	343.463 g/mol
3D model (JSmol)	Interactive image
SMILES O=C(c1c2ccccc2nc(OCCCC)c1)NCCN(CC)CC
InChI InChI=1S/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24)^Y Key:PUFQVTATUTYEAL-UHFFFAOYSA-N^Y
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