MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 596785 | Name: GS-7339 monofumarate

Description:

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

GS-7339 monofumarate is a PMPA nucleotide analog prodrug that can selectively target desired tissues with antiviral or antitumor activity.

Chemical Structure

GS-7339 monofumarate
GS-7339 monofumarate
CAS#1422343-76-7 (fumarate)

Theoretical Analysis

MedKoo Cat#: 596785

Name: GS-7339 monofumarate

CAS#: 1422343-76-7 (fumarate)

Chemical Formula: C25H33N6O9P

Exact Mass:

Molecular Weight: 592.54

Elemental Analysis: C, 50.68; H, 5.61; N, 14.18; O, 24.30; P, 5.23

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
383365-04-6 (free base) 2244938-50-7 (HCl) 1422343-76-7 (fumarate) 1801874-23-6 (oxalate) 1801874-24-7 (phosphate) 1801874-21-4 (malate)
Synonym
GS-7339 monofumarate; GS 7339 monofumarate; GS7339 monofumarate;
IUPAC/Chemical Name
isopropyl ((R)-((((R)-1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)(phenoxy)phosphoryl)-L-alaninate fumarate
InChi Key
MEJAFWXKUKMUIR-BVSQZBJNSA-N
InChi Code
InChI=1S/C21H29N6O5P.C4H4O4/c1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27;5-3(6)1-2-4(7)8/h5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24);1-2H,(H,5,6)(H,7,8)/b;2-1+/t15-,16+,33-;/m1./s1
SMILES Code
C[C@@H](C(OC(C)C)=O)N[P@](OC1=CC=CC=C1)(CO[C@H](C)CN2C=NC3=C(N)N=CN=C23)=O.O=C(O)/C=C/C(O)=O
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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 592.54 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wu Z, Wang Z, Xu P, Zhang M, Cheng L, Gong B. A Novel Finding: Macrophages Involved in Inflammation Participate in Acute Aortic Dissection Complicated with Acute Lung Injury. Curr Mol Med. 2017;17(8):568-579. doi: 10.2174/1566524018666180222123518. PubMed PMID: 29473501. 2: Ren W, Liu Y, Wang X, Piao C, Ma Y, Qiu S, Jia L, Chen B, Wang Y, Jiang W, Zheng S, Liu C, Dai N, Lan F, Zhang H, Song WC, Du J. The Complement C3a-C3aR Axis Promotes Development of Thoracic Aortic Dissection via Regulation of MMP2 Expression. J Immunol. 2018 Mar 1;200(5):1829-1838. doi: 10.4049/jimmunol.1601386. Epub 2018 Jan 24. PubMed PMID: 29367209. 3: Jiang DS, Yi X, Zhu XH, Wei X. Experimental in vivo and ex vivo models for the study of human aortic dissection: promises and challenges. Am J Transl Res. 2016 Dec 15;8(12):5125-5140. eCollection 2016. Review. PubMed PMID: 28077990; PubMed Central PMCID: PMC5209470. 4: Ren W, Liu Y, Wang X, Jia L, Piao C, Lan F, Du J. β-Aminopropionitrile monofumarate induces thoracic aortic dissection in C57BL/6 mice. Sci Rep. 2016 Jun 22;6:28149. doi: 10.1038/srep28149. PubMed PMID: 27329825; PubMed Central PMCID: PMC4916438. 5: Correction to "1-[5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanami ne Monofumarate (TAK-438), a Novel and Potent Potassium-Competitive Acid Blocker for the Treatment of Acid-Related Diseases.". J Pharmacol Exp Ther. 2016 Jul;358(1):1-2. doi: 10.1124/jpet.115.170120err. PubMed PMID: 27278809. 6: Kurihara T, Shimizu-Hirota R, Shimoda M, Adachi T, Shimizu H, Weiss SJ, Itoh H, Hori S, Aikawa N, Okada Y. Neutrophil-derived matrix metalloproteinase 9 triggers acute aortic dissection. Circulation. 2012 Dec 18;126(25):3070-80. doi: 10.1161/CIRCULATIONAHA.112.097097. Epub 2012 Nov 6. PubMed PMID: 23136157. 7: Kondo M, Kawamoto M, Hasuoka A, Kajino M, Inatomi N, Tarui N. High-throughput screening of potassium-competitive acid blockers. J Biomol Screen. 2012 Feb;17(2):177-82. doi: 10.1177/1087057111421004. Epub 2011 Sep 22. PubMed PMID: 21940711. 8: Shin JM, Inatomi N, Munson K, Strugatsky D, Tokhtaeva E, Vagin O, Sachs G. Characterization of a novel potassium-competitive acid blocker of the gastric H,K-ATPase, 1-[5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamin e monofumarate (TAK-438). J Pharmacol Exp Ther. 2011 Nov;339(2):412-20. doi: 10.1124/jpet.111.185314. Epub 2011 Aug 9. PubMed PMID: 21828261; PubMed Central PMCID: PMC3199995. 9: Hori Y, Matsukawa J, Takeuchi T, Nishida H, Kajino M, Inatomi N. A study comparing the antisecretory effect of TAK-438, a novel potassium-competitive acid blocker, with lansoprazole in animals. J Pharmacol Exp Ther. 2011 Jun;337(3):797-804. doi: 10.1124/jpet.111.179556. Epub 2011 Mar 16. PubMed PMID: 21411494. 10: Nickell JR, Zheng G, Deaciuc AG, Crooks PA, Dwoskin LP. Phenyl ring-substituted lobelane analogs: inhibition of [³H]dopamine uptake at the vesicular monoamine transporter-2. J Pharmacol Exp Ther. 2011 Mar;336(3):724-33. doi: 10.1124/jpet.110.172882. Epub 2010 Sep 28. PubMed PMID: 20876747; PubMed Central PMCID: PMC3061534. 11: Hori Y, Imanishi A, Matsukawa J, Tsukimi Y, Nishida H, Arikawa Y, Hirase K, Kajino M, Inatomi N. 1-[5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamin e monofumarate (TAK-438), a novel and potent potassium-competitive acid blocker for the treatment of acid-related diseases. J Pharmacol Exp Ther. 2010 Oct;335(1):231-8. doi: 10.1124/jpet.110.170274. Epub 2010 Jul 12. Erratum in: J Pharmacol Exp Ther. 2016 Jul;358(1):1-2. PubMed PMID: 20624992. 12: Porvasnik SL, Germain S, Embury J, Gannon KS, Jacques V, Murray J, Byrne BJ, Shacham S, Al-Mousily F. PRX-08066, a novel 5-hydroxytryptamine receptor 2B antagonist, reduces monocrotaline-induced pulmonary arterial hypertension and right ventricular hypertrophy in rats. J Pharmacol Exp Ther. 2010 Aug;334(2):364-72. doi: 10.1124/jpet.109.165001. Epub 2010 Apr 29. PubMed PMID: 20430844. 13: Tahara A, Matsuyama-Yokono A, Nakano R, Someya Y, Hayakawa M, Shibasaki M. Antihyperglycemic effects of ASP8497 in streptozotocin-nicotinamide induced diabetic rats: comparison with other dipeptidyl peptidase-IV inhibitors. Pharmacol Rep. 2009 Sep-Oct;61(5):899-908. PubMed PMID: 19904014. 14: Someya Y, Nakano R, Tahara A, Takasu T, Takeuchi A, Nagase I, Matsuyama-Yokono A, Hayakawa M, Sasamata M, Miyata K, Uchiyama Y. Effects of the dipeptidyl peptidase-IV inhibitor ASP8497 on glucose tolerance in animal models of secondary failure. Eur J Pharmacol. 2009 Nov 10;622(1-3):71-7. doi: 10.1016/j.ejphar.2009.09.024. Epub 2009 Sep 17. PubMed PMID: 19766107. 15: Matsuyama-Yokono A, Tahara A, Nakano R, Someya Y, Nagase I, Hayakawa M, Shibasaki M. ASP8497 is a novel selective and competitive dipeptidyl peptidase-IV inhibitor with antihyperglycemic activity. Biochem Pharmacol. 2008 Jul 1;76(1):98-107. doi: 10.1016/j.bcp.2008.03.021. Epub 2008 Apr 6. PubMed PMID: 18468582. 16: Someya Y, Tahara A, Nakano R, Matsuyama-Yokono A, Nagase I, Fukunaga Y, Takasu T, Hayakawa M, Shibasaki M. Pharmacological profile of ASP8497, a novel, selective, and competitive dipeptidyl peptidase-IV inhibitor, in vitro and in vivo. Naunyn Schmiedebergs Arch Pharmacol. 2008 May;377(3):209-17. doi: 10.1007/s00210-008-0277-8. Epub 2008 Apr 9. PubMed PMID: 18398600. 17: Kojima T, Onoue S, Murase N, Katoh F, Mano T, Matsuda Y. Crystalline form information from multiwell plate salt screening by use of Raman microscopy. Pharm Res. 2006 Apr;23(4):806-12. Epub 2006 Apr 6. PubMed PMID: 16575500. 18: Hassan SI, Ali I, Nessim NG, Amer NM, Abd el Kader el Khafif M, Ashour A, el Mohandes M. Treatment of acute schistosomiasis mansoni with praziquantel and an antifibrotic agent in mice. Maintenance of resistance to infection. Arzneimittelforschung. 2003;53(6):440-4. PubMed PMID: 12872615. 19: Nagashima H, Uto K, Sakomura Y, Aoka Y, Sakuta A, Aomi S, Hagiwara N, Kawana M, Kasanuki H. An angiotensin-converting enzyme inhibitor, not an angiotensin II type-1 receptor blocker, prevents beta-aminopropionitrile monofumarate-induced aortic dissection in rats. J Vasc Surg. 2002 Oct;36(4):818-23. PubMed PMID: 12368744. 20: Nagakura Y, Kiso T, Miyata K, Ito H, Iwaoka K, Yamaguchi T. The effect of the selective 5-HT(3) receptor agonist on ferret gut motility. Life Sci. 2002 Aug 2;71(11):1313-9. PubMed PMID: 12106596.

View History

Indophenol

Indophenol