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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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Accession:CHEBI:247956 term browser browse the term
Definition:A monocarboxylic acid amide that is the 2-(diethylamino)ethyl amide of 2-butoxyquinoline-4-carboxylic acid. One of the most potent and toxic of the long-acting local anesthetics, its parenteral use was restricted to spinal anesthesia. It is now generally only used (usually as the hydrochloride) in creams and ointments and in suppositories for temporary relief of pain and itching associated with skin and anorectal conditions.
Synonyms:exact_synonym: 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
 related_synonym: 2-Butoxy-quinoline-4-carboxylic acid (2-diethylamino-ethyl)-amide;   2-N-butoxy-N-(2-diethylaminoethyl)cinchoninamide;   2-butoxy-N-(2-(diethylamino)ethyl)cinchoninamide;   2-butoxy-N-(alpha-diethylaminoethyl)cinchoninamide;   2-butoxy-N-(beta-diethylaminoethyl)cinchoninamide;   2-butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide;   2-butoxyquinoline-4-carboxylic acid diethylaminoethylamide;   Dibucaine;   Formula=C20H29N3O2;   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);   InChIKey=PUFQVTATUTYEAL-UHFFFAOYSA-N;   N-(2-(diethylamino)ethyl)-2-butoxycinchoninamide;   SMILES=CCCCOc1cc(C(=O)NCCN(CC)CC)c2ccccc2n1;   alpha-butyloxycinchonic acid-gamma-diethylethylenediamine;   alpha-butyloxycinchoninic acid diethylethylenediamide;   cinchocainum;   cincocainio;   dibucaine base
 alt_id: CHEBI:4500
 xref: Beilstein:275489;   CAS:85-79-0;   DrugBank:DB00527;   Drug_Central:859;   HMDB:HMDB0014668;   KEGG:C07879;   KEGG:D00733;   LINCS:LSM-6018
 xref_mesh: MESH:D003992
 xref: PMID:23953476;   PMID:2873227;   Patent:US1825623;   Reaxys:275489;   Wikipedia:Dibucaine

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cinchocaine term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bche butyrylcholinesterase decreases response to substance
decreases activity
multiple interactions
ISO BCHE gene mutant form results in decreased susceptibility to Dibucaine
Dibucaine results in decreased activity of BCHE protein
BCHE gene mutant form inhibits the reaction [Dibucaine results in decreased activity of BCHE protein]; Dibucaine inhibits the reaction [BCHE protein results in increased metabolism of Butyrylthiocholine]
CTD PMID:5365519 PMID:7205429 PMID:27109752 PMID:32795450 NCBI chr 2:171,104,476...171,196,186
Ensembl chr 2:171,100,140...171,196,395
JBrowse link
G Casp3 caspase 3 multiple interactions EXP Dibucaine inhibits the reaction [Paraquat results in increased cleavage of CASP3 protein] CTD PMID:25947082 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Diablo diablo, IAP-binding mitochondrial protein multiple interactions EXP Dibucaine inhibits the reaction [Paraquat affects the localization of DIABLO protein] CTD PMID:25947082 NCBI chr12:38,490,230...38,503,344
Ensembl chr12:38,490,230...38,503,330
JBrowse link
G Htr2a 5-hydroxytryptamine receptor 2A multiple interactions EXP Dibucaine inhibits the reaction [Paraquat affects the localization of HTR2A protein] CTD PMID:25947082 NCBI chr15:56,666,152...56,732,469
Ensembl chr15:56,666,012...56,735,382
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO Dibucaine results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 increases activity ISO Dibucaine results in increased activity of NR1I2 protein CTD PMID:25455453 NCBI chr11:65,022,100...65,058,546
Ensembl chr11:65,022,100...65,058,545
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 multiple interactions EXP Dibucaine inhibits the reaction [Paraquat results in increased cleavage of PARP1 protein] CTD PMID:25947082 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link

Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 19770
    role 19720
      application 19411
        refrigerant 17469
          ammonia 17002
            organic amino compound 17001
              tertiary amino compound 8648
                cinchocaine 7
                  cinchocaine hydrochloride 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19770
    subatomic particle 19768
      composite particle 19768
        hadron 19768
          baryon 19768
            nucleon 19768
              atomic nucleus 19768
                atom 19768
                  main group element atom 19662
                    p-block element atom 19662
                      carbon group element atom 19580
                        carbon atom 19571
                          organic molecular entity 19571
                            organic group 18602
                              organic divalent group 18593
                                organodiyl group 18593
                                  carbonyl group 18506
                                    carbonyl compound 18506
                                      carboxylic acid 18158
                                        carboacyl group 17412
                                          univalent carboacyl group 17412
                                            carbamoyl group 17208
                                              carboxamide 17208
                                                monocarboxylic acid amide 14598
                                                  cinchocaine 7
                                                    cinchocaine hydrochloride 0
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