N-Acetyldopamine
Basic information
- CAS
2494-12-4- Standard SMILES
CC(=O)NCCc1ccc(O)c(O)c1- InChIKey
OFSAJYZMIPNPHE-UHFFFAOYSA-N- Molecular formula
- C10H13NO3
- Average molar mass
- 195.21 g/mol
- Monoisotopic mass
- 195.08954328
Overview
N-acetyldopamine is a secondary carboxamide obtained by formal condensation of the carboxy group of acetic acid with the amino group of dopamine. A dopamine metabolite. It has a role as a marine metabolite and a human urinary metabolite. It is a secondary carboxamide, a N-(fatty acyl)-dopamine, a member of acetamides and a member of catechols. It is functionally related to a dopamine.
Names & identifiers
- Preferred name
- N-Acetyldopamine
- IUPAC
- N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide
- English name
- N-acetyldopamine
- Molecular formula
- C10H13NO3
- Molecular weight
- 195.22
Names & synonyms
N-Acetyldopamine2494-12-4n-[2-(3,4-dihydroxyphenyl)ethyl]acetamideN-acetyl-dopamineNSC 314644NSC-314644Acetamide, N-(3,4-dihydroxyphenethyl)-DTXSID70179656Acetamide, N-[2-(3,4-dihydroxyphenyl)ethyl]-AYU97G37EMCHEBI:125678Acetamide, N-(2-(3,4-dihydroxyphenyl)ethyl)-
Show more names
N-(2-(3,4-dihydroxyphenyl)ethyl)acetamideN-(2-(3,4-dihydroxyphenyl)ethyl)ethanimidic acidN-[2-(3,4-dihydroxyphenyl)ethyl]ethanimidic acidRefChem:162704DTXCID30102147N-(3,4-Dihydroxyphenethyl)acetamideN-Acetyldopamine monohydrateMFCD00037174
Database identifiers
- CAS
2494-12-4- PubChem CID
- 100526
- DTXSID
DTXSID70179656- ChEMBL
CHEMBL137743- ChEBI
CHEBI:125678- UNII
- AYU97G37EM
- EC Number
- 819-894-6
- Nikkaji
- J366.440F
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 69.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 196
Physicochemical properties
- Melting point
- 65 · 65-70 °C
- Boiling point
- 486.7 · 486.7±35.0 °C(Predicted)
- Density
- 1.235 · 1.235±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- Oil
- pka
- 9.8 · 9.80±0.10(Predicted)
- color
- Colorless to light yellow
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H315-H335
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
- RTECS
- 7651000 · AB7651000
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (33.3%)
Safety data
- rtecs
- AB7651000
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H319-H315-H335
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Applications
UsesN-acetyldopamine (NADA) is a catecholamine that is used by insects as sclerotizing precursors to harden their cuticle[1].
Additional notes
DefinitionChEBI: N-acetyldopamine is a secondary carboxamide obtained by formal condensation of the carboxy group of acetic acid with the amino group of dopamine. A dopamine metabolite. It has a role as a human urinary metabolite and a marine metabolite. It is a secondary carboxamide, a member of acetamides, a member of catechols and a N-(fatty acyl)-dopamine. It is functionally related to a dopamine.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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