4P-PDOT
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 407368

CAS#: 134865-74-0

Description: 4P-PDOT, also known as 4-phenyl-2- propionamidotetralin, is a MT2-receptor-specific antagonist. MT2 melatonin receptor may be a novel target for analgesic drug development.


Price and Availability

Size
Price

Size
Price

Size
Price

4P-PDOT is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 407368
Name: 4P-PDOT
CAS#: 134865-74-0
Chemical Formula: C19H21NO
Exact Mass: 279.1623
Molecular Weight: 279.383
Elemental Analysis: C, 81.68; H, 7.58; N, 5.01; O, 5.73


Synonym: 4-P-PDOT; 4PPDOT; 4P-PDOT; AH-024; 4-phenyl-2- propionamidotetralin.

IUPAC/Chemical Name: cis-N-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propanamide

InChi Key: RCYLUNPFECYGDW-FUHWJXTLSA-N

InChi Code: InChI=1S/C19H21NO/c1-2-19(21)20-16-12-15-10-6-7-11-17(15)18(13-16)14-8-4-3-5-9-14/h3-11,16,18H,2,12-13H2,1H3,(H,20,21)/t16-,18+/m0/s1

SMILES Code: CCC(N[C@H]1CC2=C(C=CC=C2)[C@@H](C3=CC=CC=C3)C1)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Winczyk K, Fuss-Chmielewska J, Lawnicka H, Pawlikowski M, Karasek M. Luzindole but not 4-phenyl-2- propionamidotetralin (4P-PDOT) diminishes the inhibitory effect of melatonin on murine Colon 38 cancer growth in vitro. Neuro Endocrinol Lett. 2009;30(5):657-62. PubMed PMID: 20035258.

2: Stumpf I, Mühlbauer E, Peschke E. Involvement of the cGMP pathway in mediating the insulin-inhibitory effect of melatonin in pancreatic beta-cells. J Pineal Res. 2008 Oct;45(3):318-27. doi: 10.1111/j.1600-079X.2008.00593.x. PubMed PMID: 18363673.

3: Bazwinsky-Wutschke I, Wolgast S, Mühlbauer E, Albrecht E, Peschke E. Phosphorylation of cyclic AMP-response element-binding protein (CREB) is influenced by melatonin treatment in pancreatic rat insulinoma β-cells (INS-1). J Pineal Res. 2012 Nov;53(4):344-57. doi: 10.1111/j.1600-079X.2012.01004.x. PubMed PMID: 22616931.

4: Ahmad R, Haldar C, Gupta S. Melatonin membrane receptor type MT1 modulates cell-mediated immunity in the seasonally breeding tropical rodent Funambulus pennanti. Neuroimmunomodulation. 2012;19(1):50-9. doi: 10.1159/000327293. PubMed PMID: 22067622.

5: López-Canul M, Comai S, Domínguez-López S, Granados-Soto V, Gobbi G. Antinociceptive properties of selective MT(2) melatonin receptor partial agonists. Eur J Pharmacol. 2015 Oct 5;764:424-32. doi: 10.1016/j.ejphar.2015.07.010. PubMed PMID: 26162699.

6: Doolen S, Krause DN, Duckles SP. Estradiol modulates vascular response to melatonin in rat caudal artery. Am J Physiol. 1999 Apr;276(4 Pt 2):H1281-8. PubMed PMID: 10199853.

7: Pires-Lapa MA, Tamura EK, Salustiano EM, Markus RP. Melatonin synthesis in human colostrum mononuclear cells enhances dectin-1-mediated phagocytosis by mononuclear cells. J Pineal Res. 2013 Oct;55(3):240-6. doi: 10.1111/jpi.12066. PubMed PMID: 23745599.

8: Soares JM Jr, Masana MI, Erşahin C, Dubocovich ML. Functional melatonin receptors in rat ovaries at various stages of the estrous cycle. J Pharmacol Exp Ther. 2003 Aug;306(2):694-702. PubMed PMID: 12721330.

9: Bähr I, Mühlbauer E, Albrecht E, Peschke E. Evidence of the receptor-mediated influence of melatonin on pancreatic glucagon secretion via the Gαq protein-coupled and PI3K signaling pathways. J Pineal Res. 2012 Nov;53(4):390-8. doi: 10.1111/j.1600-079X.2012.01009.x. PubMed PMID: 22672634.

10: Ochoa-Sanchez R, Rainer Q, Comai S, Spadoni G, Bedini A, Rivara S, Fraschini F, Mor M, Tarzia G, Gobbi G. Anxiolytic effects of the melatonin MT(2) receptor partial agonist UCM765: comparison with melatonin and diazepam. Prog Neuropsychopharmacol Biol Psychiatry. 2012 Dec 3;39(2):318-25. doi: 10.1016/j.pnpbp.2012.07.003. PubMed PMID: 22789661.

11: Hunt AE, Al-Ghoul WM, Gillette MU, Dubocovich ML. Activation of MT(2) melatonin receptors in rat suprachiasmatic nucleus phase advances the circadian clock. Am J Physiol Cell Physiol. 2001 Jan;280(1):C110-8. PubMed PMID: 11121382.

12: Domínguez-López S, Mahar I, Bambico FR, Labonté B, Ochoa-Sánchez R, Leyton M, Gobbi G. Short-term effects of melatonin and pinealectomy on serotonergic neuronal activity across the light-dark cycle. J Psychopharmacol. 2012 Jun;26(6):830-44. doi: 10.1177/0269881111408460. PubMed PMID: 21730015.

13: Erşahin C, Masana MI, Dubocovich ML. Constitutively active melatonin MT(1) receptors in male rat caudal arteries. Eur J Pharmacol. 2002 Mar 29;439(1-3):171-2. PubMed PMID: 11937107.

14: Imbesi M, Uz T, Manev H. Melatonin receptor agonist ramelteon activates the extracellular signal-regulated kinase 1/2 in mouse cerebellar granule cells. Neuroscience. 2008 Sep 9;155(4):1160-4. doi: 10.1016/j.neuroscience.2008.06.058. PubMed PMID: 18664376.

15: He YM, Deng HH, Shi MH, Bodinga BM, Chen HL, Han ZS, Jiang ZL, Li QW. Melatonin modulates the functions of porcine granulosa cells via its membrane receptor MT2 in vitro. Anim Reprod Sci. 2016 Sep;172:164-72. doi: 10.1016/j.anireprosci.2016.07.015. PubMed PMID: 27477115.

16: Liu Y, Ni C, Li Z, Yang N, Zhou Y, Rong X, Qian M, Chui D, Guo X. Prophylactic Melatonin Attenuates Isoflurane-Induced Cognitive Impairment in Aged Rats through Hippocampal Melatonin Receptor 2 - cAMP Response Element Binding Signalling. Basic Clin Pharmacol Toxicol. 2016 Aug 12. doi: 10.1111/bcpt.12652. [Epub ahead of print] PubMed PMID: 27515785.

17: Ambriz-Tututi M, Granados-Soto V. Oral and spinal melatonin reduces tactile allodynia in rats via activation of MT2 and opioid receptors. Pain. 2007 Dec 5;132(3):273-80. PubMed PMID: 17346886.

18: Deng YK, Ding JF, Liu J, Yang YY. Analgesic effects of melatonin on post-herpetic neuralgia. Int J Clin Exp Med. 2015 Apr 15;8(4):5004-9. PubMed PMID: 26131073; PubMed Central PMCID: PMC4484015.

19: Kumar Yadav S, Haldar C, Kumar Singh S, Dash D. Melatonin regulates splenocytes proliferation via IP3-dependent intracellular Ca2+ release in seasonally breeding bird, Perdicula asiatica. J Recept Signal Transduct Res. 2014 Aug;34(4):233-40. doi: 10.3109/10799893.2014.885047. PubMed PMID: 24512472.

20: Man GC, Wang WW, Yeung BH, Lee SK, Ng BK, Hung WY, Wong JH, Ng TB, Qiu Y, Cheng JC. Abnormal proliferation and differentiation of osteoblasts from girls with adolescent idiopathic scoliosis to melatonin. J Pineal Res. 2010 Aug;49(1):69-77. doi: 10.1111/j.1600-079X.2010.00768.x. PubMed PMID: 20524972.