- 関
- dibucaine
WordNet
- a complex consisting of an organic base in association with hydrogen chloride
- a local anesthetic that is administered by injection
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/03/18 18:25:40」(JST)
[Wiki en表示]
Cinchocaine
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Systematic (IUPAC) name |
2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide |
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Legal status |
? |
Routes |
topical, intravenous (equine euthanasia) |
Identifiers |
CAS number |
85-79-0 Y |
ATC code |
C05AD04 D04AB02 N01BB06 S01HA06 S02DA04 |
PubChem |
CID 3025 |
DrugBank |
DB00527 |
ChemSpider |
2917 Y |
UNII |
L6JW2TJG99 Y |
KEGG |
D00733 Y |
ChEBI |
CHEBI:247956 Y |
ChEMBL |
CHEMBL1086 Y |
Chemical data |
Formula |
C20H29N3O2 |
Mol. mass |
343.463 g/mol |
SMILES
- O=C(c1c2ccccc2nc(OCCCC)c1)NCCN(CC)CC
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InChI
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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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Y (what is this?) (verify) |
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.
Contents
- 1 Medical use
- 2 Physical properties
- 3 See also
- 4 References
- 5 Further reading
Medical use[edit]
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[edit]
Cinchocaine is relatively insoluble in alkaline aquatic solutions.
See also[edit]
References[edit]
- ^ Martindale, The Extra Pharmacopoeia, 30th ed, p1006
- ^ Dibucaine
Further reading[edit]
- 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. 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.
Vasoprotectives (C05)
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Antihemorrhoidals for topical use |
corticosteroids |
- Hydrocortisone
- Prednisolone
- Betamethasone
- Fluorometholone
- Fluocortolone
- Dexamethasone
- Fluocinolone acetonide
- Fluocinonide
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local anesthetics |
- Lidocaine
- Tetracaine
- Benzocaine
- Dibucaine
- Procaine
- Oxetacaine
- Pramocaine
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other |
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Antivaricose therapy |
heparins or heparinoids for topical use |
- Organo-heparinoid
- Sodium apolate
- Heparin
- Pentosan polysulfate
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sclerosing agents for local injection |
- Monoethanolamine oleate
- Polidocanol
- Inverted sugar syrup
- Sodium tetradecyl sulfate
- Phenol
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other |
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Capillary stabilising agents |
bioflavonoids |
- Rutoside
- Monoxerutin
- Diosmin
- Troxerutin
- Hidrosmin
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other |
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anat (a:h/u/t/a/l,v:h/u/t/a/l)/phys/devp/cell/prot
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noco/syva/cong/lyvd/tumr, sysi/epon, injr
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proc, drug (C2s+n/3/4/5/7/8/9)
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Antipruritics (D04)
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Antihistamines for topical use |
- Thonzylamine
- Mepyramine
- Thenalidine
- Tripelennamine
- Chloropyramine
- Promethazine
- Tolpropamine
- Dimetindene
- Clemastine
- Bamipine
- Isothipendyl
- Diphenhydramine
- Chlorphenoxamine
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Anesthetics for topical use |
- Lidocaine
- Dibucaine
- Oxybuprocaine
- Benzocaine
- Quinisocaine
- Tetracaine
- Pramocaine
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noco (i/b/d/q/u/r/p/m/k/v/f)/cong/tumr (n/e/d), sysi/epon
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proc, drug (D2/3/4/5/8/11)
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Anesthetics: Local anesthetics - primarily sodium channel blockers (N01B)
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Esters |
Esters of aminobenzoic acid
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- Amylocaine
- Benzocaine
- Butacaine
- Butamben
- Chloroprocaine
- Dimethocaine
- Meprylcaine
- Metabutethamine
- Metabutoxycaine
- Orthocaine
- Propoxycaine
- Procaine (Novocaine)
- Proxymetacaine
- Risocaine
- Tetracaine
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Esters of benzoic acid
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- 3-(p-Fluorobenzoyloxy)tropane
- Cocaine
- Cyclomethycaine
- Hexylcaine
- Piperocaine
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Amides |
- Articaine
- Bupivacaine # /Levobupivacaine/Ropivacaine
- Butanilicaine
- Carticaine
- Dibucaine
- Etidocaine
- Lidocaine #
- Mepivacaine
- Prilocaine
- Trimecaine
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Combinations |
Anesthetic/anesthetic - Lidocaine/prilocaine Anesthetic/vasoconstrictor - Iontocaine
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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anat (h/r/t/c/b/l/s/a)/phys (r)/devp/prot/nttr/nttm/ntrp
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noco/auto/cong/tumr, sysi/epon, injr
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UpToDate Contents
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English Journal
- Interaction of local anesthetics with lipid bilayers investigated by (1)H MAS NMR spectroscopy.
- Weizenmann N, Huster D, Scheidt HA.AbstractThe membrane location of the local anesthetics (LA) lidocaine, dibucaine, tetracaine, and procaine hydrochloride as well as their influence on phospholipid bilayers were studied by (31)P and (1)H magic-angle spinning (MAS) NMR spectroscopy. The (31)P NMR spectra of the LA/lipid preparations confirmed that the overall bilayer structure of the membrane remained preserved. The relation between the molecular structure of the LAs and their membrane localization and orientation was investigated quantitatively using induced chemical shifts, nuclear Overhauser enhancement spectroscopy, and paramagnetic relaxation rates. All three methods revealed an average location of the aromatic rings of all LAs in the lipid-water interface of the membrane, with small differences between the individual LAs depending on their molecular properties. While lidocaine is placed in the upper chain/glycerol region of the membrane, for dibucaine and procaine the maximum of the distribution are slightly shifted into the glycerol region. Finally for tetracaine the aromatic ring is placed closest to the aqueous phase in the glycerol/headgroup region of the membrane. The hydrophobic side chains of the LA molecules dibucaine and tetracaine were located deeper in the membrane and showed an orientation towards the hydrocarbon core. In contrast the side chains of lidocaine and procaine are oriented towards the aqueous phase.
- Biochimica et biophysica acta.Biochim Biophys Acta.2012 Jul 25;1818(12):3010-3018. [Epub ahead of print]
- The membrane location of the local anesthetics (LA) lidocaine, dibucaine, tetracaine, and procaine hydrochloride as well as their influence on phospholipid bilayers were studied by (31)P and (1)H magic-angle spinning (MAS) NMR spectroscopy. The (31)P NMR spectra of the LA/lipid preparations confirme
- PMID 22842001
- Allergic contact dermatitis from dibucaine hydrochloride, chlorpheniramine maleate, and naphazoline hydrochloride in an over-the-counter topical antiseptic.
- Yamadori Y, Oiso N, Hirao A, Kawara S, Kawada A.SourceDepartment of Dermatology, Kinki University School of Medicine, Ohno-Higashi, Osaka-Sayama, Osaka, Japan.
- Contact dermatitis.Contact Dermatitis.2009 Jul;61(1):52-3.
- PMID 19659969
Japanese Journal
- 臨床 腰痛症に対するジブカイン塩酸塩配合薬によるトリガーポイント注射の治療効果
- ネオビタカイン^【○!R】の偶発的クモ膜下投与で長時間の麻痺を生じた2症例
- The journal of the Japan Society of Pain Clinicians = 日本ペインクリニック学会誌 15(1), 35-37, 2008-01-25
- NAID 10020158469
Related Links
- di·bu·caine (dib'yū-kān), A potent local anesthetic with a long duration of action used by injection or topically on skin or mucous membranes. Synonym(s): dibucaine hydrochloride dibucaine hydrochloride (dī′bū-kān) A local anesthetic ...
- Sigma-Aldrich offers Fluka-D0638, Dibucaine hydrochloride for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... Technical Service: Our team of scientists has experience in all ...
★リンクテーブル★
[★]
- 英
- dibucaine
- 化
- ジブカイン塩酸塩, 塩酸ジブカイン, dibucaine hydrochloride
- 商
- ペルカミンエス、ジカベリン、ジブカルソー、タイオゼット、トリガイン、ネオビタカイン、ネオペルカミン、ビーセルファ、プロクトセディル、プロネスパスタアロマ、ペリオドン、ペルカミン
- 関
- シンコカイン、局所麻酔薬
[★]
塩酸ジブカイン・塩酸パラブチルアミノ安息香酸ジエチルアミノエチル合剤
[★]
塩酸塩、ハイドロクロライド
[★]
- 日
- 関
- 同
- Nupercainal