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NADA

CAS No.
199875-69-9
Chemical Name:
NADA
Synonyms
NADA;AA-DA;ARACHIDONOYLDOPAMIDE;Arachidonyl dopamine;N-arachidonyldopamine;ARACHIDONOYL DOPAMINE;N-ARACHIDONOYLDOPAMINE;NADA (Arachidonoyl dopamine);N-Arachidonoyl Dopamine (NADA);N-ARACHIDONOYL-3-HYDROXYTYRAMINE
CBNumber:
CB6127354
Molecular Formula:
C28H41NO3
Molecular Weight:
439.63
MDL Number:
MFCD03412031
MOL File:
199875-69-9.mol
Last updated:2023-07-21 14:17:16

NADA 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.
FDA UNII Q8NX2KL2YP

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS08
Signal word  Danger
Hazard statements  H225-H350
Precautionary statements  P201-P202-P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P308+P313-P370+P378-P403+P235-P405-P501
Hazard Codes  F,Xi
Risk Statements  11-36/37/38
Safety Statements  16-26-36
RIDADR  UN 1170 3/PG 2
WGK Germany  1
NFPA 704
3
0 0

NADA price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Alfa Aesar J67250 N-Arachidonoyldopamine, 98% 199875-69-9 5mg $91.6 2021-12-16 Buy
Alfa Aesar J67250 N-Arachidonoyldopamine, 98% 199875-69-9 25mg $339 2021-12-16 Buy
Cayman Chemical 90057 N-Arachidonoyl Dopamine ≥98% 199875-69-9 5mg $54 2024-03-01 Buy
Cayman Chemical 90057 N-Arachidonoyl Dopamine ≥98% 199875-69-9 10mg $98 2024-03-01 Buy
Cayman Chemical 90057 N-Arachidonoyl Dopamine ≥98% 199875-69-9 50mg $410 2024-03-01 Buy
Product number Packaging Price Buy
J67250 5mg $91.6 Buy
J67250 25mg $339 Buy
90057 5mg $54 Buy
90057 10mg $98 Buy
90057 50mg $410 Buy

NADA Chemical Properties,Uses,Production

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

NADA Preparation Products And Raw materials

Raw materials

Preparation Products

NADA Suppliers

Global( 48)Suppliers
Supplier Tel Email Country ProdList Advantage
Nantong HI-FUTURE Biology Co., Ltd.
+undefined18051384581 sales@chemhifuture.com China 3136 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 94838 76
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Ascent Scientific 4401179829988 customerservice@ascentscientific.co.uk United Kingdom 279 60
Shanghai Lollane Biological Technology Co.,Ltd. 021-52996696,15000506266 15000506266 China 4121 55
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8449 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9709 58
Shanghai Chaolan Chemical Technology Center QQ:65489617 15618227136 info@SuperLan-chem.com China 9374 58
Shenzhen Regent Biochemical Technology Co., Ltd. 0755-0755-85201366 18938635012 sales@regentsciences.com China 9288 58
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 N-[2-(3,4-Dihydroxyphenyl)ethyl]acetamide N-arachidonyldopamine Arachidonyl dopamine AA-DA, Arachidonyl dopamine, NADA, N-[2,3-(4-Dihydroxyphenyl)ethyl]-5Z,8Z,11Z,14Z-eicosatetraenamide NADA (Arachidonoyl dopamine) (5Z,8Z,11Z,14Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide 5,8,11,14-Eicosatetraenamide, N-[2-(3,4-dihydroxyphenyl)ethyl]-, (5Z,8Z,11Z,14Z)- N-Arachidonoyl Dopamine (NADA) 199875-69-9 217-29-4 C28H41NO3 Cannabinoid receptor Cannabinoid