(R)-Methyl 2-amino-5-guanidinopentanoate dihydrochloride

Base Information

• Chemical Name: (R)-Methyl 2-amino-5-guanidinopentanoate dihydrochloride
• CAS No.: 78851-84-0
• Molecular Formula: C₇H₁₆N₄O₂*ClH
• Molecular Weight: 224.691
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID00507741
• Mol file: 78851-84-0.mol

Synonyms:78851-84-0;H-D-Arg-OMe.2HCl;H-D-ARG-OME 2HCL;(R)-Methyl 2-amino-5-guanidinopentanoate dihydrochloride;D-Arginine Methyl Ester Dihydrochloride;H-D-Arg-OMe dihydrochloride;D-Arginine methyl ester 2HCl;methyl (2R)-2-amino-5-(diaminomethylideneamino)pentanoate;dihydrochloride;H-D-Arg-OMe 2 HCl;D-Arginine, methyl ester, dihydrochloride;MFCD00153417;H-D-Arg-OMe. 2HCl;C7H18Cl2N4O2;SCHEMBL14840576;DTXSID00507741;AKOS015845184;D-Arginine methyl ester dihydrochlorid;AM81515;CS-W012496;HY-W011780;DS-15338;D88497;A847893;J-300039;Q-101663;Methyl N~5~-(diaminomethylidene)-D-ornithinate--hydrogen chloride (1/2)

Chemical Property of (R)-Methyl 2-amino-5-guanidinopentanoate dihydrochloride

Chemical Property:

• Refractive Index: -21 ° (C=2.5, MeOH)
• PSA: 114.22000
• LogP: 2.24520
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 260.0806812
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-Arginine Methyl Ester Dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCCN=C(N)N)N.Cl.Cl
• Isomeric SMILES: COC(=O)[C@@H](CCCN=C(N)N)N.Cl.Cl
• Uses: D-Arginine methyl ester is a protected form of D-Arginine (A769515). D-Arginine is an unnatural isomer of L-Arginine (A769505), and is used to inhibit glutamate-induced nitric oxide production in rats. Derivatives of D-Arginine are used for pharmaceutical purposes, one example is 1-Deamino-8-D-arginine vasopressin, which is used to treat various bleeding disorders.

Technology Process of (R)-Methyl 2-amino-5-guanidinopentanoate dihydrochloride

There total 9 articles about (R)-Methyl 2-amino-5-guanidinopentanoate dihydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

methanol (67-56-1) + L-arginine (74-79-3,25212-18-4) → L-arginine methyl ester dihydrochloride (22888-59-1,26340-89-6,78851-84-0,111237-99-1,18598-71-5)

Guidance literature:

With thionyl chloride; at 25 - 30 ℃; for 0.666667h; microwave irradiation;

Reference yield: 95.0%

methanol (67-56-1) + D-arginine (157-06-2,25212-18-4) → methyl (2R)-2-amino-5-carbamimidamidopentanoate dihydrochloride (22888-59-1,26340-89-6,78851-84-0,111237-99-1,18598-71-5)

Guidance literature:

With thionyl chloride;

DOI:10.1248/cpb.29.3403

Reference yield: 71.0%

methanol (67-56-1) + L-arginine (74-79-3,25212-18-4) → L-arginine methyl ester hydrochloride (18598-71-5,22888-59-1,26340-89-6,78851-84-0,111237-99-1)

Guidance literature:

With hydrogenchloride; for 0.25h; Heating;

DOI:10.1016/j.ejmech.2004.02.012

upstream raw materials:

L-arginine methyl ester dihydrochloride

methanol

L-arginine

arginine dihydrochloride

Downstream raw materials:

Boc-Tyr(Bzl)-D-Arg-OMe

N-(benzyloxycarbonyl)-L-tyrosyl-L-arginine methyl ester

N-(benzyloxycarbonyl)-L-tyrosyl-D-arginine methyl ester

Boc-Cha-Arg-OMe_.CH₃COOH

Refernces

• 1、 Pinazo,Petrizelli,Bustelo,Pons,Vinardell,Mitjans,Manresa,Perez. "New cationic vesicles prepared with double chain surfactants from arginine: Role of the hydrophobic group on the antimicrobial activity and cytotoxicity". . p. 19 - 27. Retrieved 2016/02/05.
• 2、 Dubey,Jain,Bhadoria,Sinha. "Synthesis, characterization and pharmacological evaluation of amino acid conjugates of ketoprofen". experimental part. p. 1170 - 1174. Retrieved 2012/08/28.