136181-87-8 Usage
Description
PALDA, or N-palmitoyl dopamine, is a unique endogenous fatty acid dopamide that serves as a "hybrid" analog, combining elements of both the anandamide-like and dopamine neurotransmitter pathways. It is structurally formed as the amide of palmitic acid and dopamine, and has been isolated and characterized from bovine brain. PALDA is nearly inactive as a vanilloid receptor 1 (VR1) ligand and does not elicit hyperalgesic or nocifensive responses in vivo. However, it is known to exhibit an "entourage" effect by potentiating the VR1-mediated effects of NADA and anandamide at concentrations of 0.1-10 μM.
Uses
1. Used in Pharmaceutical Applications:
PALDA is used as a modulator for vanilloid receptor 1 (VR1) due to its ability to potentiate the VR1-mediated effects of NADA and anandamide. This makes it a potential candidate for the development of novel therapeutic strategies targeting the VR1 receptor.
2. Used in Research and Development:
PALDA is used as a research compound for studying the interactions between fatty acyl dopamine analogs and the vanilloid receptor 1 (VR1). Its unique "entourage" effect can provide valuable insights into the development of new drugs and therapies that target the VR1 receptor and related pathways.
3. Used in Neurotransmission Studies:
PALDA is used as a research tool to investigate the role of dopamine neurotransmitter pathways and their interaction with anandamide-like systems. This can contribute to a better understanding of the complex mechanisms underlying neurotransmission and the development of new treatments for neurological disorders.
Biological Activity
Endogenous fatty acid dopamide that displays 'entourage' effects on endovanilloids NADA and anandamide. Inactive at TRPV1 and CB 1 receptors (at concentrations up to 5 μ M) and does not inhibit AMT or FAAH (IC 50 > 25 μ M). However, potentiates TRPV1-mediated effects of NADA; lowers EC 50 from ~ 90 to ~ 30 nM.
Check Digit Verification of cas no
The CAS Registry Mumber 136181-87-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,6,1,8 and 1 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 136181-87:
(8*1)+(7*3)+(6*6)+(5*1)+(4*8)+(3*1)+(2*8)+(1*7)=128
128 % 10 = 8
So 136181-87-8 is a valid CAS Registry Number.
InChI:InChI=1/C24H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-24(28)25-19-18-21-16-17-22(26)23(27)20-21/h16-17,20,26-27H,2-15,18-19H2,1H3,(H,25,28)
136181-87-8Relevant articles and documents
Newly synthesized dopamine ester derivatives and assessment of their antioxidant, antimicrobial and hemolytic activities
Sellami, Mohamed,Chaari, Ali,Aissa, Imen,Bouaziz, Mohamed,Gargouri, Youssef,Miled, Nabil
, p. 1481 - 1487 (2013)
Preparation of dopamine derivatives was carried out as a response to the increasing demand for new lipophilized antioxidants in food, cosmetic and pharmaceutical industries. A large series of dopamine esters (DA-C3 to DA-C18:1) with
Efficient N-acyldopamine synthesis
Matsumoto, Yotaro,Ito, Akihiro,Uesugi, Motonari,Kittaka, Atsushi
, p. 935 - 940 (2016/07/14)
N-Acyldopamines are endogenous analogs of capsaicin that exhibit cannabinoid-like activities and were identified from brain extracts. Among them, N-arachidonoyldopamine (AADA) and N-oleoyldopamine (ODA) were characterized as transient receptor potential vanilloid type V1 channel (TRPV1) ligands. Recently, it was shown that N-acyldopamines may possess diverse physiological roles in addition to their ligand activities. To study the multiple functions and action mechanisms of endogenous N-acyldopamines, a simple and efficient method of N-acyldopamine synthesis was investigated. The eighteen potentially endogenous N-acyl-dopamines and two deuterated ones, N-palmitoyl dopamine-d5 and N-stearoyl dopamine-d5, were efficiently synthesized without protective groups in CH2Cl2 under optimized conditions using propylphosphoric acid cyclic anhydride (PPACA) as a condensation agent.
Synthesis, DNA binding and antitumor evaluation of styelsamine and cystodytin analogues
Fong, Hugo K.H.,Copp, Brent R.
, p. 274 - 299 (2013/05/21)
A series of N-14 sidechain substituted analogues of styelsamine (pyrido[4,3,2-mn]acridine) and cystodytin (pyrido[4,3,2-mn]acridin-4-one) alkaloids have been prepared and evaluated for their DNA binding affinity and antiproliferative activity towards a pa