Nω-Nitro-L-arginine

• CAT Number: R030713
• CAS Number: 2149-70-4
• Molecular Formula: C6H13N5O4
• Molecular Weight: 219.201
• Purity: ≥95%
• Storage: Room temperature
• InChI: InChI=1S/C6H13N5O4/c7-4(5(12)13)2-1-3-9-6(8)10-11(14)15/h4H,1-3,7H2,(H,12,13)(H3,8,9,10)/t4-/m0/s1
• InChIKey: MRAUNPAHJZDYCK-BYPYZUCNSA-N
• SMILES: C(CC(C(=O)O)N)CN=C(N)N[N+](=O)[O-]

Nitroarginine, or Nω-nitro-L-arginine, is a nitro derivative of the amino acid arginine. It is an inhibitor of nitric oxide synthase and hence a vaso-constrictor and coronary constrictor. As such, it finds widespread use as a biochemical tool in the study of nitric oxide and its biological effects. Nitroarginine has been used in research studying coronary constriction, in the presence of midazolam vasodilatation was unaffected by nitroarginine. Nitroarginine is currently in clinical trials for treating patients with advanced solid tumors.

Reference

1:Swimming training prevents alterations in ecto-NTPDase and adenosine deaminase activities in lymphocytes from Nω-nitro-L-arginine methyl ester hydrochloride induced hypertension rats. Cardoso AM, Abdalla FH, Bagatini MD, Martins CC, Zanini D, Schmatz R, Jaques JA, Leal DB, Morsch VM, Schetinger MR.J Hypertens. 2015 Apr;33(4):763-72; discussion 772. doi: 10.1097/HJH.0000000000000468. PMID: 25915881 2:Renal effects of glucose transporter 4 in Nω-nitro-L-arginine/ /high salt-induced hypertensive rats. Igbe I, Omogbai EK, Oyekan AO.Bratisl Lek Listy. 2015;116(1):57-63. PMID: 25666964 3:Heme Oxygenase Improves Renal Function by Potentiating Podocyte-Associated Proteins in Nω-Nitro-l-Arginine-Methyl Ester (l-NAME)-Induced Hypertension. Ndisang JF, Chibbar R.Am J Hypertens. 2015 Jul;28(7):930-42. doi: 10.1093/ajh/hpu240. Epub 2014 Dec 12. PMID: 25498996 4:Involvement of inducible nitric oxide synthase and dimethyl arginine dimethylaminohydrolase in Nω-nitro-L-arginine methyl ester (L-NAME)-induced hypertension. Leo MD, Kandasamy K, Subramani J, Tandan SK, Kumar D.Cardiovasc Pathol. 2015 Jan-Feb;24(1):49-55. doi: 10.1016/j.carpath.2014.09.002. Epub 2014 Sep 18. PMID: 25294342 5:Letter by Tsuda regarding article, /Plasminogen activator inhibitor-1 antagonist TM5441 attenuates Nω-nitro-L-arginine methyl ester-induced hypertension and vascular senescence/. Tsuda K.Circulation. 2014 Aug 26;130(9):e83. doi: 10.1161/CIRCULATIONAHA.113.007940. No abstract available. PMID: 25156921 Free Article6:Plasminogen activator inhibitor-1 antagonist TM5441 attenuates Nω-nitro-L-arginine methyl ester-induced hypertension and vascular senescence. Boe AE, Eren M, Murphy SB, Kamide CE, Ichimura A, Terry D, McAnally D, Smith LH, Miyata T, Vaughan DE.Circulation. 2013 Nov 19;128(21):2318-24. doi: 10.1161/CIRCULATIONAHA.113.003192. Epub 2013 Oct 3. PMID: 24092817 Free PMC Article7:Effects of propolis on blood biochemical and hematological parameters in nitric oxide synthase inhibited rats by Nω-Nitro-L-arginine methyl ester. Talas ZS, Gogebakan A, Orun I.Pak J Pharm Sci. 2013 Sep;26(5):915-9. PMID: 24035946 8:Evaluation of adaptive relaxation of the rat stomach using an orally inserted balloon instead of surgical intervention by demonstrating the effects of capsaicin and Nω-nitro-L-arginine methylester. Uchida M, Shimizu K.J Smooth Muscle Res. 2012;48(4):97-104. PMID: 23095737 Free Article9:Effect of Viscum articulatum Burm. (Loranthaceae) in Nω-nitro-L-arginine methyl ester induced hypertension and renal dysfunction. Bachhav SS, Bhutada MS, Patil SD, Baser B, Chaudhari KB.J Ethnopharmacol. 2012 Jul 13;142(2):467-73. doi: 10.1016/j.jep.2012.05.021. Epub 2012 May 22. PMID: 22626924 10:Effects of sildenafil in Nω-nitro-L-arginine methyl ester-induced intrauterine growth restriction in a rat model. Nassar AH, Masrouha KZ, Itani H, Nader KA, Usta IM.Am J Perinatol. 2012 Jun;29(6):429-34. doi: 10.1055/s-0032-1304823. Epub 2012 Mar 7. PMID: 22399207