Basic information Safety Supplier Related

NADA

Basic information Safety Supplier Related

NADA Basic information

Product Name:
NADA
Synonyms:
  • ARACHIDONOYLDOPAMIDE
  • ARACHIDONOYL DOPAMINE
  • AA-DA
  • NADA
  • N-ARACHIDONOYL-3-HYDROXYTYRAMINE
  • N-ARACHIDONOYLDOPAMINE
  • N-[2-(3,4-DIHYDROXYPHENYL)ETHYL]-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE
  • N-(3,4-Dihydroxyphenethyl)acetamide
CAS:
199875-69-9
MF:
C28H41NO3
MW:
439.63
Product Categories:
  • Cannabinoid receptor
  • Cannabinoid
Mol File:
199875-69-9.mol
More
Less

NADA Chemical Properties

Boiling point:
640.0±55.0 °C(Predicted)
Density 
1.023±0.06 g/cm3(Predicted)
Flash point:
14 °C
storage temp. 
−20°C
solubility 
Soluble in DMSO (up to 50 mg/ml).
pka
9.79±0.10(Predicted)
form 
ethanol solution
color 
Pale yellow
Sensitive 
Air Sensitive
Stability:
Stable for 2 years from date of purchase as supplied. Subject to air oxidation Solutions in DMSO may be stored at -80° under an inert atmosphere for up to 1 month.
More
Less

Safety Information

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38
Safety Statements 
16-26-36
RIDADR 
UN 1170 3/PG 2
WGK Germany 
1

MSDS

More
Less

NADA Usage And Synthesis

Description

N-Arachidonoyldopamine (199875-69-9) is an endogenous conjugate of arachidonic acid and dopamine.1?May be the “endogenous capsaicin like substance” in the CNS acting at TRPV1 channels, EC50~ 50 nM1. Also acts as a selective cannabinoid CB1 agonist (Ki=0.25 and 15 μM for CB1 and CB2 respectively)2?and results in a distinct signaling profile from any known cannabinoid3. Competitive inhibitor of FAAH and anandamide transport.4. Modulates acute systemic inflammation via non-hematopoietic TRPV1.5

Uses

NADA is a endogenous CB1 agonist, as well as a vanilloid agonist and inhibitor of FAAH and AMT.

Definition

ChEBI: Arachidonoyl dopamine is a fatty amide, a member of catechols, a secondary carboxamide and a N-(fatty acyl)-dopamine. It is functionally related to a dopamine and an arachidonic acid.

Biological Activity

Potent endogenous cannabinoid and vanilloid receptor agonist, with no action at dopamine receptors. Selective for CB 1 over CB 2 receptors (K i values are 0.25 and 12 μ M respectively), and potent agonist at TRPV1 (VR1) receptors (EC 50 ~ 50 nM). Metabolically stable and competitively inhibits FAAH and anandamide transport. Has cannabinoid and vanilloid actions in vivo . Also available as part of the Endocannabinoid Tocriset™ .

References

1) Huang?et al.?(2002),?An endogenous capsaicin-like substance with high potency at recombinant and native vanilloid VR1 receptors; Proc. Natl. Acad. Sci. USA,?99?8400 2) Bisogno?et al.?(2000),?N-acyl-dopamines: novel synthetic CB(1) cannabinoid-receptor ligands and inhibitors of anandamide inactivation with cannabimimetic activity in vitro and in vivo; Biochem. J.,?351 Pt 3?817 3) Redmund?et al.?(2016),?Identification of N-arachidonoyl dopamine as a highly biased ligand at cannabinoid CB1 receptors; Br. J. Pharmacol.,?173?115 4) Petrocellis?et al.?(2000),?Overlap between the ligand recognition properties of the anandamide transporter and the VR1 vanilloid receptor: inhibitors of anandamide uptake with negligible capsaicin-like activity; FEBS Lett.,?483?52 5) Lawton?et al.?(2017),?N-Arachidonoyl Dopamine Modulates Acute Systemic Inflammation via Nonhematopoietic TRPV1; J. Immunol.,?199?1465

NADASupplier

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Email
3bsc@sina.com
Ascent Scientific
Tel
4401179829988
Email
customerservice@ascentscientific.co.uk
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696,15000506266 15000506266
EMMX Biotechnology LLC
Tel
888-539-0666
Email
info@emmx.com