CHEBI:81810 - 1-naphthaleneacetamide

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ChEBI Name 1-naphthaleneacetamide
ChEBI ID CHEBI:81810
Definition A member of the class of naphthalenes that is naphthalene which is substituted by a 2-amino-2-oxoethyl group at position 1. It is a synthetic auxin that is widely used in agriculture to promote the growth of numerous fruits, for root cuttings and as a fruit thinning agent.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H11NO
Net Charge 0
Average Mass 185.226
Monoisotopic Mass 185.08406
InChI InChI=1S/C12H11NO/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H2,13,14)
InChIKey XFNJVKMNNVCYEK-UHFFFAOYSA-N
SMILES C1=CC=C2C(=C1)C(=CC=C2)CC(N)=O
Roles Classification
Biological Role(s): synthetic auxin
A synthetic compound exhibiting auxin activity.
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ChEBI Ontology
Outgoing 1-naphthaleneacetamide (CHEBI:81810) has role synthetic auxin (CHEBI:26841)
1-naphthaleneacetamide (CHEBI:81810) is a naphthalenes (CHEBI:25477)
1-naphthaleneacetamide (CHEBI:81810) is a primary carboxamide (CHEBI:140324)
IUPAC Name
2-(naphthalen-1-yl)acetamide
Synonyms Sources
1-naphthaleneacetamide UniProt
1-naphthaleneacetamide ChemIDplus
1-naphthylacetamide ChemIDplus
2-(1-naphthyl)acetamide ChemIDplus
α-NAA amide ChemIDplus
α-naphthaleneacetamide ChemIDplus
α-naphthaleneacetic acid amide ChemIDplus
α-naphthylacetamide ChemIDplus
NAAm ChemIDplus
Brand Names Sources
Amid-Thin ChemIDplus
Amid-Thin W ChemIDplus
Dirigol N NIST Chemistry WebBook
Dirigol-N ChEBI
Frufix ChemIDplus
Rootone ChemIDplus
Manual Xrefs Databases
1-Naphthaleneacetamide Wikipedia
1729 PPDB
ALPHA-NAPHTHALENEACETAMIDE MetaCyc
C18533 KEGG COMPOUND
DE10204456 Patent
FDB010671 FooDB
HMDB0032710 HMDB
naphthaleneacetamide Alan Wood's Pesticides
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Registry Numbers Types Sources
1945547 Reaxys Registry Number Reaxys
86-86-2 CAS Registry Number ChemIDplus
86-86-2 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
23175988 PubMed citation Europe PMC
25690333 PubMed citation Europe PMC
28958533 PubMed citation Europe PMC
4840905 PubMed citation Europe PMC
7380786 PubMed citation Europe PMC
Last Modified
22 July 2020
General Comment
2020-07-22 The name 'NAAm' has been used in the literature, but it has no official status.