L-Histidine hydrochloride

Base Information

• Chemical Name: L-Histidine hydrochloride
• CAS No.: 1007-42-7
• Molecular Formula: C6H9N3O2.xClH
• Molecular Weight: 228.078
• Hs Code.: 2922499990
• European Community (EC) Number: 211-438-9,213-754-2
• UNII: 1D5Q932XM6
• DSSTox Substance ID: DTXSID3020700
• NCI Thesaurus Code: C87704
• RXCUI: 1309689
• ChEMBL ID: CHEMBL1256578
• Mol file: 1007-42-7.mol

Synonyms:L-Histidine hydrochloride;645-35-2;1007-42-7;(S)-2-Amino-3-(1H-imidazol-4-yl)propanoic acid hydrochloride;H-His-OH.xHCl;Histidine monohydrochloride;Histidine HCl;L-Histidine HCl;l-Histidine.HCl;L-Histidine, monohydrochloride;Histidine, hydrochloride;Histidine hydrochloride;L-Histidine hydrochloride (VAN);Histidine-L-HCl;L-Histidine, hydrochloride (1:1);Histidine hydrochloride, L-;Histidine hydrochloride (VAN);(-)-Histidine monohydrochloride;EINECS 211-438-9;Histidine monohydrochloride, L-(+)-;NSC 257867;L-Hisidine monohydrocholoride;UNII-1D5Q932XM6;AI3-18473;DTXSID3020700;Histidine monohydrochloride [NF];(2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid hydrochloride;1D5Q932XM6;EINECS 213-754-2;L-Histidine, monohydrochloride, hydrate;NCGC00093950-01;(2S)-2-Amino-3-(1H-imidazol-4-yl)-propanoic acid hydrochloride;(S)-2-Amino-3-(1H-imidazol-4-yl)propanoic acid HCl;H-His-OH.HCl.H2O;C6H9N3O2.xClH;Histidine, hydrochloride (1:1);Histidine, monohydrochloride, DL-;(2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid;hydrochloride;EINECS 229-266-8;Histidine, hydrochloride, L-;NSC 206275;C6-H9-N3-O2.x-Cl-H;H-His-OH.HCl;Histidine, monohydrochloride;C6H9N3O2.ClH;NSC-257867;CCRIS 7814;C6-H9-N3-O2.Cl-H;PHOTONYL;(2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid hydrochloride;Histidine Hydrochloride(L);propanoic acid hydrochloride;SUNACTYL LS 9610;HISTIDINE HCL [INCI];OSMHYDRAN LS 8453;DTXCID70700;L- histidine monohydrochloride;SCHEMBL209483;L-Histidine Hydrochloride,(S);P.P.A.A.;CHEMBL1256578;Histidine, monohydrochloride, L-;Tox21_111234;Tox21_500566;MFCD00064556;AKOS015898038;L-Histidine HCl (H-L-His-OH.HCl);CCG-221870;DS-6380;FD20036;LP00566;(S)-2-amino-3-(1H-imidazol-4-yl);HISTIDINE HYDROCHLORIDE [WHO-DD];HISTIDINE, L-, MONOHYDROCHLORIDE;NCGC00261251-01;CAS-645-35-2;LS-75853;HISTIDINE MONOHYDROCHLORIDE ANHYDROUS;LS-194121;CS-0009863;EU-0100566;H0150;EN300-74584;H 8125;A867866;A929240;SR-01000075269;J-521646;SR-01000075269-1;Q27252266;L-alpha-Amino-4(or 5)-imidazolepropionic Acid Monohydrochloride;S(+)-alpha-Amino-1H-imidazole-4-propanoic acid hydrochloride;70605-39-9

Chemical Property of L-Histidine hydrochloride

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 3.25E-09mmHg at 25°C
• Melting Point: 240-245°C (dec.)
• Boiling Point: 458.9oC/ at 760 mmHg
• Flash Point: 231.3oC
• PSA: 92.00000
• LogP: 0.86640
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 191.0461543
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

L-Histidine hydrochloride solution 100?mM amino acid in 0.1 M HCl, analytical standard ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: C1=C(NC=N1)CC(C(=O)O)N.Cl
• Isomeric SMILES: C1=C(NC=N1)C[C@@H](C(=O)O)N.Cl
• Recent EU Clinical Trials: A Phase II/III randomized, double-blind, placebo-controlled, cognitive endpoint, multicenter study of potential disease modifying therapies in individuals at risk for and with dominantly inherited Alzheimer's disease (DIAD)

Technology Process of L-Histidine hydrochloride

There total 3 articles about L-Histidine 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:

N-α-trifluoroacetyl-L-histidine methyl ester (1604-44-0) → L-Histidine dihydrochloride (1007-42-7)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 24h;

DOI:10.1039/c6ra05883c

Reference yield:

l-histidine methyl ester dihydrochloride (4467-54-3,5619-10-3,7389-87-9,18684-16-7,22888-60-4,32381-17-2,92742-29-5,100009-20-9) → L-Histidine dihydrochloride (1007-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 0 °C

2: hydrogenchloride / water / 24 h / 100 °C

With hydrogenchloride; In water;

DOI:10.1039/c6ra05883c

Reference yield:

(2S,5R)-2-<(1-Benzylimidazol-5-yl)methyl>-2,5-dihydro-3,6-dimethoxy-5-isopropylpyrazine (160999-36-0) → L-Histidine dihydrochloride (1007-42-7) + D-Histidine dihydrochloride

Guidance literature:

With hydrogenchloride; cyclohexene; palladium; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) reflux, 16 h, 2.) MeOH, reflux, 65 h;

DOI:10.1002/recl.19941130603

upstream raw materials:

(2S,5R)-2-<(1-Benzylimidazol-5-yl)methyl>-2,5-dihydro-3,6-dimethoxy-5-isopropylpyrazine

l-histidine methyl ester dihydrochloride

N-α-trifluoroacetyl-L-histidine methyl ester

Downstream raw materials:

l-histidine methyl ester dihydrochloride

N-(tert-butoxycarbonyl)-L-histidine

Refernces

• 1、 Cappon, J. J.,Witters, K. D.,Baart, J.,Verdegem, P. J. E.,Hoek, A. C.,et al.. "Synthesis of L-histidine specifically labelled with stable isotopes". . p. 318 - 328. Retrieved 2007/10/02.