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2494-12-4,MFCD00037174
Catalog No.:AA00C3UW

2494-12-4 | N-(3,4-Dihydroxyphenethyl)acetamide

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100mg
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250mg
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1g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00C3UW
Chemical Name:
N-(3,4-Dihydroxyphenethyl)acetamide
CAS Number:
2494-12-4
Molecular Formula:
C10H13NO3
Molecular Weight:
195.2151
MDL Number:
MFCD00037174
SMILES:
CC(=O)NCCc1ccc(c(c1)O)O
NSC Number:
314644
Properties
Computed Properties
 
Complexity:
196  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
-0.7  

Downstream Synthesis Route

[1]Miessner,Merle;Crescenzi,Orlando;Napolitano,Alessandra;Prota,Giuseppe;Andersen,SvendOlav;Peter,MartinG.[HelveticaChimicaActa,1991,vol.74,#6,p.1205-1212]

[1]Tetrahedron,1992,vol.48,p.8927-8934

[1]Niederstein,Yvonne;Peter,MartinG.[LiebigsAnnalenderChemie,1989,p.1189-1194]

[1]Andersen;Jacobsen;Roepstorff[Tetrahedron,1980,vol.36,#22,p.3249-3252]

[1]Fong,HugoK.H.;Copp,BrentR.[MarineDrugs,2013,vol.11,#2,p.274-299]

[2]Niederstein,Yvonne;Peter,MartinG.[LiebigsAnnalenderChemie,1989,p.1189-1194]

[3]Axford,LorraineC.;Holden,KateE.;Hasse,Katrin;Banwell,MartinG.;Steglich,Wolfgang;Wagler,Joerg;Willis,AnthonyC.[AustralianJournalofChemistry,2008,vol.61,#2,p.80-93]

Literature

Title: 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides as potent transient receptor potential vanilloid 1 (TRPV1) antagonists: structure-activity relationships of 2-amino derivatives in the N-(6-trifluoromethylpyridin-3-ylmethyl) C-region.

Journal: Journal of medicinal chemistry 20121011

Title: New isocoumarins and alkaloid from Chinese insect medicine, Eupolyphaga sinensis Walker.

Journal: Fitoterapia 20121001

Title: Synthesis of catecholamine conjugates with nitrogen-centered bionucleophiles.

Journal: Bioorganic chemistry 20121001

Title: Caste differences in dopamine-related substances and dopamine supply in the brains of honeybees (Apis mellifera L.).

Journal: General and comparative endocrinology 20120801

Title: The biosynthetic products of Chinese insect medicine, Aspongopus chinensis.

Journal: Fitoterapia 20120601

Title: Kinetic properties of alternatively spliced isoforms of laccase-2 from Tribolium castaneum and Anopheles gambiae.

Journal: Insect biochemistry and molecular biology 20120301

Title: Two new N-acetyldopamine tetrapolymers from periostracum Cicadae.

Journal: Journal of Asian natural products research 20120101

Title: Changes in the content of brain biogenic amine associated with early colony establishment in the Queen of the ant, Formica japonica.

Journal: PloS one 20120101

Title: Identification and characterization of two arylalkylamine N-acetyltransferases in the yellow fever mosquito, Aedes aegypti.

Journal: Insect biochemistry and molecular biology 20110901

Title: Molecular evolution of multiple arylalkylamine N-acetyltransferase (AANAT) in fish.

Journal: Marine drugs 20110101

Title: Dopamine enhances locomotor activity for mating in male honeybees (Apis mellifera L.).

Journal: Journal of insect physiology 20100901

Title: Mutations of an arylalkylamine-N-acetyltransferase, Bm-iAANAT, are responsible for silkworm melanism mutant.

Journal: The Journal of biological chemistry 20100618

Title: Determination of salsolinol, norsalsolinol, and twenty-one biogenic amines using micellar electrokinetic capillary chromatography-electrochemical detection.

Journal: Electrophoresis 20100601

Title: Boronate derivatives of functionally diverse catechols: stability studies.

Journal: Molecules (Basel, Switzerland) 20100331

Title: Benzene and dopamine catechol quinones could initiate cancer or neurogenic disease.

Journal: Free radical biology & medicine 20100115

Title: The genetic, morphological, and physiological characterization of a dark larval cuticle mutation in the butterfly, Bicyclus anynana.

Journal: PloS one 20100101

Title: Dynamic, mating-induced gene expression changes in female head and brain tissues of Drosophila melanogaster.

Journal: BMC genomics 20100101

Title: Characterization of endogenous and recombinant forms of laccase-2, a multicopper oxidase from the tobacco hornworm, Manduca sexta.

Journal: Insect biochemistry and molecular biology 20090901

Title: Gonadotropic effects of dopamine in isolated workers of the primitively eusocial wasp, Polistes chinensis.

Journal: Die Naturwissenschaften 20090501

Title: Purification and characterization of hemolymph prophenoloxidase from Ostrinia furnacalis (Lepidoptera: Pyralidae) larvae.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20081001

Title: The crosslinking and antimicrobial properties of tunichrome.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20080901

Title: Quantitative determination of catecholic degradation products from insect sclerotized cuticles.

Journal: Insect biochemistry and molecular biology 20080901

Title: The transition from stiff to compliant materials in squid beaks.

Journal: Science (New York, N.Y.) 20080328

Title: Genomic analysis of post-mating changes in the honey bee queen (Apis mellifera).

Journal: BMC genomics 20080101

Title: Global identification of bursicon-regulated genes in Drosophila melanogaster.

Journal: BMC genomics 20080101

Title: Effect of methyl derivatives of dopamine on tumor necrosis factor alpha and lipid peroxidation.

Journal: Annals of the New York Academy of Sciences 20071201

Title: Neuro-endocrine correlates of ovarian development and egg-laying behaviors in the primitively eusocial wasp (Polistes chinensis).

Journal: Journal of insect physiology 20070901

Title: Broad-spectrum antimicrobial activity of the reactive compounds generated in vitro by Manduca sexta phenoloxidase.

Journal: Insect biochemistry and molecular biology 20070901

Title: Involvement of tyrosine residues, N-terminal amino acids, and beta-alanine in insect cuticular sclerotization.

Journal: Insect biochemistry and molecular biology 20070901

Title: Aspects of cuticular sclerotization in the locust, Scistocerca gregaria, and the beetle, Tenebrio molitor.

Journal: Insect biochemistry and molecular biology 20070301

Title: Antioxidant and anti-inflammatory activities of N-acetyldopamine dimers from Periostracum Cicadae.

Journal: Bioorganic & medicinal chemistry 20061201

Title: Methenyltetrahydrofolate synthetase is a high-affinity catecholamine-binding protein.

Journal: Archives of biochemistry and biophysics 20061115

Title: Mechanistic studies of melanogenesis: the influence of N-substitution on dopamine quinone cyclization.

Journal: Pigment cell research 20060401

Title: Model reactions for insect cuticle sclerotization: cross-linking of recombinant cuticular proteins upon their laccase-catalyzed oxidative conjugation with catechols.

Journal: Insect biochemistry and molecular biology 20060401

Title: A possible new role for fish retinal serotonin-N-acetyltransferase-1 (AANAT1): Dopamine metabolism.

Journal: Brain research 20060216

Title: Analysis of biogenic amine variability among individual fly heads with micellar electrokinetic capillary chromatography-electrochemical detection.

Journal: Analytical chemistry 20051101

Title: Drosophila tan encodes a novel hydrolase required in pigmentation and vision.

Journal: PLoS genetics 20051101

Title: Microcolumn separation of amine metabolites in the fruit fly.

Journal: Analytical chemistry 20050815

Title: Immune-modulating effects of melatonin, N-acetylserotonin, and N-acetyldopamine.

Journal: Annals of the New York Academy of Sciences 20050801

Title: N-acetyldopamine inhibits rat brain lipid peroxidation induced by lipopolysaccharide.

Journal: Annals of the New York Academy of Sciences 20050801

Title: Depression of brain dopamine and its metabolite after mating in European honeybee (Apis mellifera) queens.

Journal: Die Naturwissenschaften 20050701

Title: Sulfate conjugating and transport functions of MDCK distal tubular cells.

Journal: Kidney international 20030301

Title: Catalysis of catechol oxidation by metal-dithiocarbamate complexes in pesticides.

Journal: Free radical biology & medicine 20021215

Title: Shaping of colony elements in Laomedea flexuosa Hinks (Hydrozoa, Thecaphora) includes a temporal and spatial control of skeleton hardening.

Journal: The Biological bulletin 20011201

Title: Changes of biogenic amine levels in haemolymph during diapausing and non-diapausing status in Pieris brassicae L.

Journal: Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20010101

Title: Hanine Barek, et al. Unraveling Complex Molecular Transformations of N-β-alanyldopamine That Account for Brown Coloration of Insect Cuticle. Rapid Commun Mass Spectrom. 2017 Aug 30;31(16):1363-1373.

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Tags:2494-12-4 Molecular Formula|2494-12-4 MDL|2494-12-4 SMILES|2494-12-4 N-(3,4-Dihydroxyphenethyl)acetamide