nNOS Inhibitor I

• CAT Number: R066872
• CAS Number: 357965-99-2
• Molecular Formula: C14H24F9N7O8
• Molecular Weight: 589.373
• Purity: ≥95%
• Synonyms: Neuronal Nitric Oxide Synthase;NOS I;ncNOS
• Target: NO Synthase
• Storage: -20°C
• IUPAC Name: 2-[(4S)-4-amino-5-(2-aminoethylamino)pentyl]-1-nitroguanidine;2,2,2-trifluoroacetic acid
• InChI: InChI=1S/C8H21N7O2.3C2HF3O2/c9-3-5-12-6-7(10)2-1-4-13-8(11)14-15(16)17;3*3-2(4,5)1(6)7/h7,12H,1-6,9-10H2,(H3,11,13,14);3*(H,6,7)/t7-;;;/m0.../s1
• InChIKey: NYWNMNBIORWOSQ-QTPLPEIMSA-N
• SMILES: C(CC(CNCCN)N)CN=C(N)N[N+](=O)[O-].C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O

nNOS inhibitor I is a cell-permeable, selective inhibitor of nNOS (Ki = 120 nM). It displays >2,500-fold and 320-fold selectivity over eNOS and iNOS, respectively. It has been used in a rabbit model for cerebral palsy to prevent hypoxia-ischemia-induced death and to reduce the number of newborn kits exhibiting signs of cerebral palsy.

Reference

1.Hah, J.-M.,Roman, L.J.,Martásek, P., et al. Reduced amide bond peptidomimetics. (4S)-N-(4-amino-5-[aminoakyl]aminopentyl)-N/’-nitroguanidines, potent and highly selective inhibitors of neuronal nitric oxide synthase. J. Med. Chem. 44(16), 2667-2670 (2001