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L-(-)-Histidinol dihydrochloride

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L-(-)-Histidinol dihydrochloride Basic information

Product Name:
L-(-)-Histidinol dihydrochloride
Synonyms:
  • L(-)-Histidinol dihydrochloride,99%
  • (S)-β-amino-1H-imidazole-4-propanol dihydrochloride
  • L-HISTIDINOL 2 HCL
  • L-HISTIDINOL DIHYDROCHLORIDE
  • L-HISTIDINE DIHYDROCHLORIDE
  • L-BETA-AMINO-1H-IMIDAZOLE-4-PROPANOL DIHYDROCHLORIDE
  • (L)-2-AMINO-3-(4-IMIDAZOLYL)PROPANOL DIHYDROCHLORIDE
  • HISTIDINOL Dihydrochloride, L-(RG)
CAS:
1596-64-1
MF:
C6H13Cl2N3O
MW:
214.09
EINECS:
216-482-2
Product Categories:
  • Chiral Reagents
  • Heterocycles
  • Amino hydrochloride
  • Metabolites & Impurities
Mol File:
1596-64-1.mol
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L-(-)-Histidinol dihydrochloride Chemical Properties

Melting point:
198-201 °C (dec.)(lit.)
alpha 
-3 º (C=2, H2O 24 ºC)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly), Water (Sparingly)
form 
Crystalline Powder
color 
White to slightly beige
BRN 
3914853
InChIKey
FRCAFNBBXRWXQA-XRIGFGBMSA-N
CAS DataBase Reference
1596-64-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36-37/39-36/37-22
WGK Germany 
3
RTECS 
NI8260000
HS Code 
29332900

MSDS

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L-(-)-Histidinol dihydrochloride Usage And Synthesis

Description

L-Histidinol is a natural amino alcohol that serves as an intermediate in the biosynthesis of the amino acid L-histidine in bacteria, archaebacteria, fungi, and plants. It is generated from its immediate precursor, L-histidinol phosphate, by a phosphatase. L-Histidinol is oxidized to L-histidinal, which in turn is oxidized to L-histidine, by a single enzyme, histidinol dehydrogenase.

Chemical Properties

white to slightly beige crystalline powder

Uses

A metabolite within Histidine metabolism.

Definition

ChEBI: L-Histidinol dihydrochloride is an aralkylamine.

in vitro

preliminary experiments were done to investigate the cytotoxic effect of l-histidinol on cultured eac cells. results showed that l-histidinol up to 4 mm had no cytotoxic effects on eac cells. doxorubicin alone showed concentration-dependent cytotoxic effects. l-histidinol combination with doxorubicin led to significant potentiation of doxorubicin cytotoxicity to eac cells compared to doxorubicin alone. the concentration that caused 50% growth inhibition in eac cells after 24 h incubation was about 0.2 μg/ml, whereas it was 0.1 μg/ml when l-histidinol was added to culture medium [1].

in vivo

l-histidinol at 250 mg/kg for five consecutive doses before doxorubicin single injection could enhance the antitumour activity of doxorubicin in eac-bearing mice as demonstrated by a significant increase in average life span and cure rate of mice. in normal mice, l-histidinol, in the same dose regimen, could not alter the acute cardiotoxicity and lethality of doxorubicin [1].

References

[1] al-shabanah oa, badary oa, al-gharably nm, al-sawaf ha. effects of l-histidinol on the antitumour activity and acute cardiotoxicity of doxorubicin in mice. pharmacol res. 1998 sep;38(3):225-30.

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