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859923

Sigma-Aldrich

3-Hydroxybenzylhydrazine dihydrochloride

97%

Synonym(s):

α-Hydrazino-m-cresol dihydrochloride, 3-(Hydrazinomethyl)phenol dihydrochloride, NSD-1015

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About This Item

Linear Formula:
HOC6H4CH2NHNH2 · 2HCl
CAS Number:
Molecular Weight:
211.09
Beilstein:
9282965
EC Number:
MDL number:
UNSPSC Code:
12352103

Assay

97%

mp

138-140 °C (lit.)

SMILES string

Cl[H].Cl[H].NNCc1cccc(O)c1

InChI

1S/C7H10N2O.2ClH/c8-9-5-6-2-1-3-7(10)4-6;;/h1-4,9-10H,5,8H2;2*1H

InChI key

ONOJPUDFIOEGCX-UHFFFAOYSA-N

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Application

Inhibitor of aromatic amino acid decarboxylase.

Biochem/physiol Actions

Inhibitor of L-aromatic amino acid decarboxylase; crosses blood brain barrier.
Inhibitor of L-aromatic amino acid decarboxylase; crosses blood brain barrier. Also inhibits GABA aminotransferase, as well as other pyridoxal-phosphate-requiring enzymes, by forming the 3-hydroxybenzylhydrazone of that cofactor.

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L W Hunter et al.
Biochemical pharmacology, 45(6), 1363-1366 (1993-03-24)
The activity of the enzyme tyrosine hydroxylase (TH; EC 1.14.16.2) is commonly studied indirectly by quantifying the formation of the product, 3,4-dihydroxyphenylalanine (DOPA), after inhibition of aromatic L-amino acid decarboxylase (AAAD; EC 4.1.1.28), the enzyme which metabolizes DOPA. This study

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