NADA

Product Name: 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
Formula Weight: 439.63
MOL File: 199875-69-9.mol

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NADA Property

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.

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H350May cause cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P308+P313IF exposed or concerned: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Alfa Aesar

Product number: J67250
Product name: N-Arachidonoyldopamine, 98%
Packaging: 5mg
Price: $91.6
Updated: 2021/12/16

Alfa Aesar

Product number: J67250
Product name: N-Arachidonoyldopamine, 98%
Packaging: 25mg
Price: $339
Updated: 2021/12/16

Cayman Chemical

Product number: 90057
Product name: N-Arachidonoyl Dopamine
Purity: ≥98%
Packaging: 5mg
Price: $54
Updated: 2024/03/01

Cayman Chemical

Product number: 90057
Product name: N-Arachidonoyl Dopamine
Purity: ≥98%
Packaging: 10mg
Price: $98
Updated: 2024/03/01

Cayman Chemical

Product number: 90057
Product name: N-Arachidonoyl Dopamine
Purity: ≥98%
Packaging: 50mg
Price: $410
Updated: 2024/03/01

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NADA Chemical Properties,Usage,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

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NADA Suppliers

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199875-69-9, NADARelated Search:

Phytosphingosine URB597 LY 171883 NAGLY POLYINOSINIC-POLYCYTIDYLIC ACID POTASSIUM SALT 8-PCPT-CGMP, TEA 8-(4-CHLOROPHENYLTHIO)GUANOSINE 3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT ANISOMYCIN 8(S)-HETE NADA

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

NADA (Arachidonoyl dopamine)

(5Z,8Z,11Z,14Z)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide

AA-DA, Arachidonyl dopamine, NADA, N-[2,3-(4-Dihydroxyphenyl)ethyl]-5Z,8Z,11Z,14Z-eicosatetraenamide

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