P7C3-OMe
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 530596

CAS#: 1235481-43-2

Description: P7C3-OMe, also known as (R)-P7C3-OMe, is an analogue of P7C3 and P3C3-A20. P7C3 Attenuates the Scopolamine-Induced Memory Impairments in C57BL/6J Mice.P7C3-A20 promotes neurogenesis and improves cognitive function after ischemic stroke.


Price and Availability

Size
Price

100mg
USD 850
1g
USD 3650
Size
Price

200mg
USD 1450
2g
USD 4850
Size
Price

500mg
USD 2250
5g
USD 6950

(R)-P7C3-OMe, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 530596
Name: P7C3-OMe
CAS#: 1235481-43-2
Chemical Formula: C22H20Br2N2O2
Exact Mass: 501.9892
Molecular Weight: 504.222
Elemental Analysis: C, 52.41; H, 4.00; Br, 31.69; N, 5.56; O, 6.35


Synonym: P7C3-OMe; (R)-P7C3-OMe

IUPAC/Chemical Name: (2R)-1-(3,6-dibromocarbazol-9-yl)-3-(3-methoxyanilino)propan-2-ol

InChi Key: LEICNUMXFWNCSJ-QGZVFWFLSA-N

InChi Code: InChI=1S/C22H20Br2N2O2/c1-28-18-4-2-3-16(11-18)25-12-17(27)13-26-21-7-5-14(23)9-19(21)20-10-15(24)6-8-22(20)26/h2-11,17,25,27H,12-13H2,1H3/t17-/m1/s1

SMILES Code: O[C@H](CNC1=CC=CC(OC)=C1)CN2C3=C(C4=C2C=CC(Br)=C4)C=C(Br)C=C3


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: Oku H, Morishita S, Horie T, Nishikawa Y, Kida T, Mimura M, Kojima S, Ikeda T. Protective effect of P7C3 on retinal ganglion cells from optic nerve injury. Jpn J Ophthalmol. 2017 Mar;61(2):195-203. doi: 10.1007/s10384-016-0493-6. Epub 2016 Dec 28. PubMed PMID: 28032230.

2: Loris ZB, Pieper AA, Dalton Dietrich W. The neuroprotective compound P7C3-A20 promotes neurogenesis and improves cognitive function after ischemic stroke. Exp Neurol. 2017 Apr;290:63-73. doi: 10.1016/j.expneurol.2017.01.006. Epub 2017 Jan 8. PubMed PMID: 28077334.

3: Wang SN, Xu TY, Wang X, Guan YF, Zhang SL, Wang P, Miao CY. Neuroprotective Efficacy of an Aminopropyl Carbazole Derivative P7C3-A20 in Ischemic Stroke. CNS Neurosci Ther. 2016 Sep;22(9):782-8. doi: 10.1111/cns.12576. Epub 2016 Jun 23. PubMed PMID: 27333812.

4: Jiang B, Song L, Huang C, Zhang W. P7C3 Attenuates the Scopolamine-Induced Memory Impairments in C57BL/6J Mice. Neurochem Res. 2016 May;41(5):1010-9. doi: 10.1007/s11064-015-1783-y. Epub 2015 Dec 8. PubMed PMID: 26646000.

5: De Jesús-Cortés H, Miller AD, Britt JK, DeMarco AJ, De Jesús-Cortés M, Stuebing E, Naidoo J, Vázquez-Rosa E, Morlock L, Williams NS, Ready JM, Narayanan NS, Pieper AA. Protective efficacy of P7C3-S243 in the 6-hydroxydopamine model of Parkinson's disease. NPJ Parkinsons Dis. 2015;1. pii: 15010. Epub 2015 May 21. PubMed PMID: 27158662; PubMed Central PMCID: PMC4859442.

6: Walker AK, Rivera PD, Wang Q, Chuang JC, Tran S, Osborne-Lawrence S, Estill SJ, Starwalt R, Huntington P, Morlock L, Naidoo J, Williams NS, Ready JM, Eisch AJ, Pieper AA, Zigman JM. The P7C3 class of neuroprotective compounds exerts antidepressant efficacy in mice by increasing hippocampal neurogenesis. Mol Psychiatry. 2015 Apr;20(4):500-8. doi: 10.1038/mp.2014.34. Epub 2014 Apr 22. PubMed PMID: 24751964; PubMed Central PMCID: PMC4206684.

7: Latchney SE, Jaramillo TC, Rivera PD, Eisch AJ, Powell CM. Chronic P7C3 treatment restores hippocampal neurogenesis in the Ts65Dn mouse model of Down Syndrome [Corrected]. Neurosci Lett. 2015 Mar 30;591:86-92. doi: 10.1016/j.neulet.2015.02.008. Epub 2015 Feb 7. Erratum in: Neurosci Lett. 2015 Jun 15;597():25. PubMed PMID: 25668489; PubMed Central PMCID: PMC4363293.

8: Kemp SW, Szynkaruk M, Stanoulis KN, Wood MD, Liu EH, Willand MP, Morlock L, Naidoo J, Williams NS, Ready JM, Mangano TJ, Beggs S, Salter MW, Gordon T, Pieper AA, Borschel GH. Pharmacologic rescue of motor and sensory function by the neuroprotective compound P7C3 following neonatal nerve injury. Neuroscience. 2015 Jan 22;284:202-16. doi: 10.1016/j.neuroscience.2014.10.005. Epub 2014 Oct 13. PubMed PMID: 25313000.

9: Pieper AA, McKnight SL, Ready JM. P7C3 and an unbiased approach to drug discovery for neurodegenerative diseases. Chem Soc Rev. 2014 Oct 7;43(19):6716-26. doi: 10.1039/c3cs60448a. Review. PubMed PMID: 24514864; PubMed Central PMCID: PMC4237066.

10: Yin TC, Britt JK, De Jesús-Cortés H, Lu Y, Genova RM, Khan MZ, Voorhees JR, Shao J, Katzman AC, Huntington PJ, Wassink C, McDaniel L, Newell EA, Dutca LM, Naidoo J, Cui H, Bassuk AG, Harper MM, McKnight SL, Ready JM, Pieper AA. P7C3 neuroprotective chemicals block axonal degeneration and preserve function after traumatic brain injury. Cell Rep. 2014 Sep 25;8(6):1731-40. doi: 10.1016/j.celrep.2014.08.030. Epub 2014 Sep 15. PubMed PMID: 25220467; PubMed Central PMCID: PMC4206693.

11: Dutca LM, Stasheff SF, Hedberg-Buenz A, Rudd DS, Batra N, Blodi FR, Yorek MS, Yin T, Shankar M, Herlein JA, Naidoo J, Morlock L, Williams N, Kardon RH, Anderson MG, Pieper AA, Harper MM. Early detection of subclinical visual damage after blast-mediated TBI enables prevention of chronic visual deficit by treatment with P7C3-S243. Invest Ophthalmol Vis Sci. 2014 Dec 2;55(12):8330-41. doi: 10.1167/iovs.14-15468. PubMed PMID: 25468886; PubMed Central PMCID: PMC5102342.

12: Wang G, Han T, Nijhawan D, Theodoropoulos P, Naidoo J, Yadavalli S, Mirzaei H, Pieper AA, Ready JM, McKnight SL. P7C3 neuroprotective chemicals function by activating the rate-limiting enzyme in NAD salvage. Cell. 2014 Sep 11;158(6):1324-34. doi: 10.1016/j.cell.2014.07.040. PubMed PMID: 25215490; PubMed Central PMCID: PMC4163014.

13: Naidoo J, De Jesus-Cortes H, Huntington P, Estill S, Morlock LK, Starwalt R, Mangano TJ, Williams NS, Pieper AA, Ready JM. Discovery of a neuroprotective chemical, (S)-N-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-fluoropropyl)-6-methoxypyridin-2-amine [(-)-P7C3-S243], with improved druglike properties. J Med Chem. 2014 May 8;57(9):3746-54. doi: 10.1021/jm401919s. Epub 2014 Apr 16. PubMed PMID: 24697290; PubMed Central PMCID: PMC4206694.

14: Blaya MO, Bramlett HM, Naidoo J, Pieper AA, Dietrich WD. Neuroprotective efficacy of a proneurogenic compound after traumatic brain injury. J Neurotrauma. 2014 Mar 1;31(5):476-86. doi: 10.1089/neu.2013.3135. Epub 2013 Dec 19. PubMed PMID: 24070637; PubMed Central PMCID: PMC3934600.

15: De Jesús-Cortés H, Xu P, Drawbridge J, Estill SJ, Huntington P, Tran S, Britt J, Tesla R, Morlock L, Naidoo J, Melito LM, Wang G, Williams NS, Ready JM, McKnight SL, Pieper AA. Neuroprotective efficacy of aminopropyl carbazoles in a mouse model of Parkinson disease. Proc Natl Acad Sci U S A. 2012 Oct 16;109(42):17010-5. doi: 10.1073/pnas.1213956109. Epub 2012 Oct 1. PubMed PMID: 23027934; PubMed Central PMCID: PMC3479520.

16: Tesla R, Wolf HP, Xu P, Drawbridge J, Estill SJ, Huntington P, McDaniel L, Knobbe W, Burket A, Tran S, Starwalt R, Morlock L, Naidoo J, Williams NS, Ready JM, McKnight SL, Pieper AA. Neuroprotective efficacy of aminopropyl carbazoles in a mouse model of amyotrophic lateral sclerosis. Proc Natl Acad Sci U S A. 2012 Oct 16;109(42):17016-21. doi: 10.1073/pnas.1213960109. Epub 2012 Oct 1. PubMed PMID: 23027932; PubMed Central PMCID: PMC3479516.

17: Pieper AA, Xie S, Capota E, Estill SJ, Zhong J, Long JM, Becker GL, Huntington P, Goldman SE, Shen CH, Capota M, Britt JK, Kotti T, Ure K, Brat DJ, Williams NS, MacMillan KS, Naidoo J, Melito L, Hsieh J, De Brabander J, Ready JM, McKnight SL. Discovery of a proneurogenic, neuroprotective chemical. Cell. 2010 Jul 9;142(1):39-51. doi: 10.1016/j.cell.2010.06.018. PubMed PMID: 20603013; PubMed Central PMCID: PMC2930815.

18: Lee AS, De Jesús-Cortés H, Kabir ZD, Knobbe W, Orr M, Burgdorf C, Huntington P, McDaniel L, Britt JK, Hoffmann F, Brat DJ, Rajadhyaksha AM, Pieper AA. The Neuropsychiatric Disease-Associated Gene cacna1c Mediates Survival of Young Hippocampal Neurons. eNeuro. 2016 Mar 31;3(2). pii: ENEURO.0006-16.2016. doi: 10.1523/ENEURO.0006-16.2016. eCollection 2016 Mar-Apr. PubMed PMID: 27066530; PubMed Central PMCID: PMC4819284.

19: De Jesús-Cortés H, Rajadhyaksha AM, Pieper AA. Cacna1c: Protecting young hippocampal neurons in the adult brain. Neurogenesis (Austin). 2016 Sep 2;3(1):e1231160. eCollection 2016. PubMed PMID: 27900342; PubMed Central PMCID: PMC5111576.

20: MacMillan KS, Naidoo J, Liang J, Melito L, Williams NS, Morlock L, Huntington PJ, Estill SJ, Longgood J, Becker GL, McKnight SL, Pieper AA, De Brabander JK, Ready JM. Development of proneurogenic, neuroprotective small molecules. J Am Chem Soc. 2011 Feb 9;133(5):1428-37. doi: 10.1021/ja108211m. Epub 2011 Jan 6. PubMed PMID: 21210688; PubMed Central PMCID: PMC3033481.