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dibucaine
Sign in to saveAlso known as Cincain ®, cincaine chloride, Nupercaine ®, CINCHOCAINE, 2-butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide, alpha-butyloxycinchoninic acid diethylethylenediamide, 2-butoxy-N-(beta-diethylaminoethyl)cinchoninamide
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. It is sold under the brand names Cincain, Nupercainal, Nupercaine and Sovcaine.
In the Vinony graph
Vinony's link graph records 427 inbound references to dibucaine, and connects out to local anesthetic, horse and cattle.
It sits within the topics Carboxamides, Diethylamino compounds and Drugboxes which contain changes to watched fields.
Vinony links it to 22 Wikipedia language editions.
Chemical data
- Formula
- C20H29N3O2
- Molecular weight
- 343.5 g/mol
- IUPAC name
- 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
- SMILES
- CCCCOC1=NC2=CC=CC=C2C(=C1)C(=O)NCCN(CC)CC
- InChIKey
- PUFQVTATUTYEAL-UHFFFAOYSA-N
- XLogP
- 4.4
- Polar surface area
- 54.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Research
1,511 papers- Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi.Parasitology research · 2006
- [Dibucaine number].Minerva anestesiologica · 1976
- Phentolamine Reverses Epinephrine-Enhanced Skin Antinociception of Dibucaine in Rats.Anesthesia and analgesia · 2019
- Pre-clinical evaluation of new dibucaine formulations for preventive analgesia.Journal of liposome research · 2021
- Calpain activator dibucaine induces platelet apoptosis.International journal of molecular sciences · 2011
via PubMed
Wikidata facts
- Mass
- 343.225977
Show 5 more facts
- chemical formula
- C₂₀H₂₉N₃O₂
- Commons category
- Cinchocaine
- isomeric SMILES
- CCCCOC1=CC(=C2C=CC=CC2=N1)/C(=N/CCN(CC)CC)/O
- canonical SMILES
- CCCCOC1=NC2=CC=CC=C2C(=C1)C(=O)NCCN(CC)CC
- World Health Organisation international non-proprietary name
- cinchocaine
via Wikidata · CC0
~1 min read
Encyclopedic overview
5 sectionsContents
- Medical use
- Physical properties
- See also
- References
- Further reading
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. 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.
Excerpted from Wikipedia’s “dibucaine” article, available under the CC BY-SA 4.0 licence.