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HomeProduct name listL-(-)-Histidinol dihydrochloride

L-(-)-Histidinol dihydrochloride

Synonym(s):β-Aminoimidazole-4-propanol dihydrochloride;(S)-2-Amino-3-(4-imidazolyl)propanol dihydrochloride

  • CAS NO.:1596-64-1
  • Empirical Formula: C6H13Cl2N3O
  • Molecular Weight: 214.09
  • MDL number: MFCD00078058
  • EINECS: 216-482-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-08 21:13:59
L-(-)-Histidinol dihydrochloride Structural

What is L-(-)-Histidinol dihydrochloride?

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

The Uses of L-(-)-Histidinol dihydrochloride

A metabolite within Histidine metabolism.

What are the applications of Application

L-Histidinol dihydrochloride is A precursor of histamine and a reversible inhibitor of protein synthesis.

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.

Properties of L-(-)-Histidinol dihydrochloride

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
CAS DataBase Reference 1596-64-1(CAS DataBase Reference)

Safety information for L-(-)-Histidinol dihydrochloride

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for L-(-)-Histidinol dihydrochloride

InChIKey FRCAFNBBXRWXQA-XRIGFGBMSA-N

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