T 0156 hydrochloride

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

MedKoo CAT#: 532801

CAS#: 324572-93-2

Description: T 0156 hydrochloride is a potent and selective inhibitor of phosphodiesterase type 5 (PDE5). It is more selective than sildenafil (IC50 values are 0.23, 56 and > 63000 nM for T 0156 and 3.6, 29 and > 270 nM for sildenafil at PDE5, PDE6 and PDEs 1 - 4 respectively). T 0156 hydrochloride is selective over 30 other enzymes and receptors (IC50 > 10 mM) and potentiates electrical field stimulation-induced relaxation of isolated rabbit corpus cavernosum.


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T 0156 hydrochloride is not in stock, but 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

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Theoretical Analysis

MedKoo Cat#: 532801
Name: T 0156 hydrochloride
CAS#: 324572-93-2
Chemical Formula: C31H30ClN5O7
Exact Mass:
Molecular Weight: 620.06
Elemental Analysis: C, 60.05; H, 4.88; Cl, 5.72; N, 11.29; O, 18.06


Synonym: T 0156 hydrochloride, T 0156 HCl, T 0156, T-0156, T0156

IUPAC/Chemical Name: 1,2-Dihydro-2-[(2-methyl-4-pyridinyl)methyl]-1-oxo-8-(2-pyrimidinylmethoxy)-4-(3,4,5-trimethoxyphenyl)-2,7-naphthyridine-3-carboxylic acid methyl ester hydrochloride

InChi Key: RBJCBXAXUHCWBR-UHFFFAOYSA-N

InChi Code: InChI=1S/C31H29N5O7.ClH/c1-18-13-19(7-11-32-18)16-36-27(31(38)42-5)25(20-14-22(39-2)28(41-4)23(15-20)40-3)21-8-12-35-29(26(21)30(36)37)43-17-24-33-9-6-10-34-24;/h6-15H,16-17H2,1-5H3;1H

SMILES Code: O=C(C1=C(C2=CC(OC)=C(OC)C(OC)=C2)C3=CC=NC(OCC4=NC=CC=N4)=C3C(N1CC5=CC(C)=NC=C5)=O)OC.[H]Cl


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: Santos AI, Carreira BP, Nobre RJ, Carvalho CM, Araújo IM. Stimulation of neural stem cell proliferation by inhibition of phosphodiesterase 5. Stem Cells Int. 2014;2014:878397. doi: 10.1155/2014/878397. Epub 2014 Jan 12. PubMed PMID: 24550991; PubMed Central PMCID: PMC3914480.

2: Parlak A, Yildirim S, Bagcivan I, Durmus N. Role of new agents affecting NO/cGMP pathway on ovalbumin-sensitized guinea pig trachea. Exp Lung Res. 2012 Oct;38(8):420-6. doi: 10.3109/01902148.2012.719281. PubMed PMID: 23030645.

3: Al-Zobaidy MJ, Craig J, Brown K, Pettifor G, Martin W. Stimulus-specific blockade of nitric oxide-mediated dilatation by asymmetric dimethylarginine (ADMA) and monomethylarginine (L-NMMA) in rat aorta and carotid artery. Eur J Pharmacol. 2011 Dec 30;673(1-3):78-84. doi: 10.1016/j.ejphar.2011.10.024. Epub 2011 Oct 26. PubMed PMID: 22056836.

4: Goto M, Ikeyama K, Tsutsumi M, Denda S, Denda M. Phosphodiesterase inhibitors block the acceleration of skin permeability barrier repair by red light. Exp Dermatol. 2011 Jul;20(7):568-71. doi: 10.1111/j.1600-0625.2011.01255.x. Epub 2011 Mar 16. PubMed PMID: 21410772.

5: Zhang Y, Quock LP, Chung E, Ohgami Y, Quock RM. Involvement of a NO-cyclic GMP-PKG signaling pathway in nitrous oxide-induced antinociception in mice. Eur J Pharmacol. 2011 Mar 11;654(3):249-53. doi: 10.1016/j.ejphar.2011.01.006. Epub 2011 Jan 14. PubMed PMID: 21238450; PubMed Central PMCID: PMC3050811.

6: Liu CQ, Wong SL, Leung FP, Tian XY, Lau CW, Lu L, Yao X, Chen ZY, Yao T, Huang Y. Prostanoid TP receptor-mediated impairment of cyclic AMP-dependent vasorelaxation is reversed by phosphodiesterase inhibitors. Eur J Pharmacol. 2010 Apr 25;632(1-3):45-51. doi: 10.1016/j.ejphar.2010.01.008. Epub 2010 Jan 21. PubMed PMID: 20096281.

7: Liu CQ, Leung FP, Lee VW, Lau CW, Yao X, Lu L, Huang Y. Prevention of nitroglycerin tolerance in vitro by T0156, a selective phosphodiesterase type 5 inhibitor. Eur J Pharmacol. 2008 Aug 20;590(1-3):250-4. doi: 10.1016/j.ejphar.2008.05.009. Epub 2008 May 20. PubMed PMID: 18554583.

8: Santos-Silva AJ, Cairrão E, Morgado M, Alvarez E, Verde I. PDE4 and PDE5 regulate cyclic nucleotides relaxing effects in human umbilical arteries. Eur J Pharmacol. 2008 Mar 17;582(1-3):102-9. doi: 10.1016/j.ejphar.2007.12.017. Epub 2007 Dec 28. PubMed PMID: 18234184.

9: Mochida H, Noto T, Inoue H, Yano K, Kikkawa K. T-0156, a novel phosphodiesterase type 5 inhibitor, and sildenafil have different pharmacological effects on penile tumescence and electroretinogram in dogs. Eur J Pharmacol. 2004 Feb 6;485(1-3):283-8. PubMed PMID: 14757152.

10: Mochida H, Takagi M, Inoue H, Noto T, Yano K, Fujishige K, Sasaki T, Yuasa K, Kotera J, Omori K, Kikkawa K. Enzymological and pharmacological profile of T-0156, a potent and selective phosphodiesterase type 5 inhibitor. Eur J Pharmacol. 2002 Dec 5;456(1-3):91-8. PubMed PMID: 12450574.