L-Homoarginine hydrochloride

Base Information

• Chemical Name: L-Homoarginine hydrochloride
• CAS No.: 1483-01-8
• Molecular Formula: C7H16N4O2^.HCl
• Molecular Weight: 224.691
• Hs Code.: 29252900
• European Community (EC) Number: 216-045-6
• DSSTox Substance ID: DTXSID201342617
• Mol file: 1483-01-8.mol

Synonyms:L-Homoarginine hydrochloride;1483-01-8;H-HomoArg-OH.HCl;L-HOMOARGININE HCL;(S)-2-Amino-6-guanidinohexanoic acid hydrochloride;L(+)-Homoarginine hydrochloride;(2S)-2-amino-6-(diaminomethylideneamino)hexanoic acid;hydrochloride;H-HomoArg-OH;MFCD00012622;C7H17ClN4O2;N6- (aminoiminomethyl)-L-Lysine;C7H16N4O2.ClH;L-Homoarginine - Hydrochloride;SCHEMBL7101494;L--Amino--guanidinohexanoic acid;DTXSID201342617;AMY14323;s5431;AKOS015924239;AM82551;CCG-266757;CS-W013056;HY-W012340;AC-22370;AS-12991;H1172;N6-(Aminoiminomethyl)-L-lysine Hydrochloride;H-2600;N6-(Aminoiminomethyl)-L-lysine Monohydrochloride;L-Lysine, N6-(aminoiminomethyl)-, hydrochloride (1:1)

Chemical Property of L-Homoarginine hydrochloride

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 5.13E-08mmHg at 25°C
• Melting Point: 213-215 °C
• Boiling Point: 414.1oC at 760 mmHg
• Flash Point: 204.2oC
• PSA: 125.22000
• Density: 1.39 g/cm³
• LogP: 1.74490
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: H2O: 50 mg/mL, clear to slightly hazy, faintly yellow
• Water Solubility.: Soluble in water(50 mg/mL).
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 224.1040035
• Heavy Atom Count: 14
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

L-Homoarginine HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCN=C(N)N)CC(C(=O)O)N.Cl
• Isomeric SMILES: C(CCN=C(N)N)C[C@@H](C(=O)O)N.Cl
• Description: L-Homoarginine is an uncompetitive and organ-specific inhibitor of alkaline phosphatases. This non-essential amino acid inhibits human bone and liver alkaline phosphatases but has no effect on placental or intestinal isoenzymes. In vitro, L-homoarginine inhibits [3H]thymidine uptake by mouse myeloma MOPC 104E cells and inhibits proliferation of C3H/He mouse osteosarcoma cells. Pre-treatment with L-homoarginine delays in vivo tumor growth in a murine C3H/He osteosarcoma model. It also inhibits high-protein diet-induced pancreatic growth and enzyme secretion in bile-pancreatic juice-diverted rats, a model for the induction of pancreatic enzyme secretion with hypercholecystokininemia.
• Uses: An inhibitor of alkaline phosphatase isoenzymes. An analog of Homoarginine (H585000). An inhibitor of alkaline phosphatase isoenzymes. It is also an inhibitor of cellular transport of arginine by a sodium-independent high affinity y+ transporter. The substitution of homoarginine for arginine or lysine renders proteins resistant to proteolysis by trypsin. Arginine residues are often located at the active centers of proteins and enzymes. Replacing these arginines with homoarginine can elucidate protein function and structural requirements.

Technology Process of L-Homoarginine hydrochloride

There total 1 articles about L-Homoarginine hydrochloride 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:

→ N6-carbamimidoyl-L-lysine ; hydrochloride (1483-01-8,1217456-98-8)

Guidance literature:

L-Lysin, CuCO3;

Reference yield: 84.5%

HCl*H-Har-OH (1483-01-8,62414-64-6,93341-35-6,1217456-98-8) + p-methoxybenzyl-S-(4,6-dimethylpyrimidin-2-yl)-thiocarbonate (41840-29-3) → Z(OMe)-Har-OH (137590-24-0)

Guidance literature:

With triethylamine; In water; acetonitrile; for 24h; Ambient temperature;

DOI:10.1248/cpb.39.2005

Reference yield:

HCl*H-Har-OH (1483-01-8,62414-64-6,93341-35-6,1217456-98-8) → Z(OMe)-Har(Tos)-OH * cyclohexylamine (137590-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 84.5 percent / Et₃N / H₂O; acetonitrile / 24 h / Ambient temperature

2: 1) 4M NaOH / 1) acetone, 0 deg C, 1 h -> r.t., 3 h 2) ice-water cooling

With sodium hydroxide; triethylamine; In water; acetonitrile;

DOI:10.1248/cpb.39.2005

Downstream raw materials:

Z(OMe)-Har-OH

Z(OMe)-Har(Tos)-OH * cyclohexylamine