17035-90-4

Basic information

• Product Name: NOMEGA-MONOMETHYL-L-ARGININE ACETATE
• Synonyms: omega-n-methylarginine;Targinine;MONOMETHYL-L-ARGININE;NW-METHYL-L-ARGININE ACETATE;L-NMA;Nδ-Amidino-Nδ-methyl-L-ornithine;Nδ-Methyl-L-Arg-OH;Nδ-monomethyl-L-Arg
• CAS NO: 17035-90-4
• Molecular Formula: C₇H₁₆N₄O₂
• Molecular Weight: 188.23
• Product Categories: Nitric Oxide
• Mol File: 17035-90-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 392.7°Cat760mmHg
• Flash Point: 191.3°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 2.92E-07mmHg at 25°C
• PKA: 2.50±0.24(Predicted)
• Merck: 6022
• CAS DataBase Reference: NOMEGA-MONOMETHYL-L-ARGININE ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: NOMEGA-MONOMETHYL-L-ARGININE ACETATE(17035-90-4)
• EPA Substance Registry System: NOMEGA-MONOMETHYL-L-ARGININE ACETATE(17035-90-4)

Safety Data

• Hazardous Substances Data: 17035-90-4(Hazardous Substances Data)

Usage

Chemical Properties

mp 180-190°C[a]D 10.5° (c=4, water)

Brand name

Targinine is BAN.

InChI:InChI=1/C7H16N4O2.C2H4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13;1-2(3)4/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11);1H3,(H,3,4)/t5-;/m0./s1

Upstream product

• 41306-45-0 N,S-dimethylisothiourea hydroiodide 
• 3184-13-2 L-ornithine hydrochloride 
• 134810-05-2 N-α-carbobenzyloxy-N^G-methyl-(L)-arginine 
• 506-68-3 bromocyane 
• 70-26-8 L-ornithine 
• 74-89-5 methylamine 
• 44387-05-5 S-methyl-N-methyl-isothiourea 
• 2640-58-6 Nα-benzyloxycarbonyl-L-ornithine 
• 25693-00-9 (S)-2-Amino-5-{[1-phenyl-meth-(Z)-ylidene]-amino}-pentanoic acid 
• 74-79-3 L-arginine 
• 14031-35-7 S-Adenosyl-L-methionine 

Relevant articles and documents

Binding Methylarginines and Methyllysines as Free Amino Acids: A Comparative Study of Multiple Host Classes**

Methylated free amino acids are an important class of targets for host-guest chemistry that have recognition properties distinct from those of methylated peptides and proteins. We present comparative binding studies for three different host classes that are each studied with multiple methylated arginines and lysines to determine fundamental structure-function relationships. The hosts studied are all anionic and include three calixarenes, two acyclic cucurbiturils, and two other cleft-like hosts, a clip and a tweezer. We determined the binding association constants for a panel of methylated amino acids using indicator displacement assays. The acyclic cucurbiturils display stronger binding to the methylated amino acids, and some unique patterns of selectivity. The two other cleft-like hosts follow two different trends, shallow host (clip) following similar trends to the calixarenes, and the other more closed host (tweezer) binding certain less-methylated amino acids stronger than their methylated counterparts. Molecular modelling sheds some light on the different preferences of the various hosts. The results identify hosts with new selectivities and with affinities in a range that could be useful for biomedical applications. The overall selectivity patterns are explained by a common framework that considers the geometry, depth of binding pockets, and functional group participation across all host classes.

A General Procedure for Synthesis of NG-Alkyl, and NG-Aryl-L-Arginines as Potential Nitric Oxide Synthase Inhibitors

A general procedure for the synthesis of NG-alkyl, and NG-aryl-L-arginines with relatively high overall yield is reported. The key step involved the coupling of protected L-ornithine 4 with isothiourea 7 to give the fully protected NG-aryl-L-arginine derivative 8. Subsequent deprotection of 8 in acidic condition provided the final target compound 9 with an overall yield of more than 80%.

A highly efficient preparation of N(G)-methyl-L-arginine and N(G)-methyl-D-arginine

A convenient procedure for the preparation and purification of N(G)-methyl-L-arginine and N(G)-methyl-D-arginine acetate salts is described.