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54880

Sigma-Aldrich

3-Hydroxybenzylhydrazine dihydrochloride

≥98.0% (HPLC)

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:
81012-99-9
Molecular Weight:
211.09
Beilstein:
9282965
EC Number:
279-659-3
MDL number:
MFCD00044695
UNSPSC Code:
12352202
PubChem Substance ID:
24878937
NACRES:
NA.77

Assay

≥98.0% (HPLC)

form

solid

mp

137-140 °C
138-140 °C (lit.)

solubility

H2O: 50 mg/mL, slightly hazy, faintly yellow

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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Biochem/physiol Actions

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.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Adrian M Russo et al.
Behavioural brain research, 359, 918-926 (2018-06-24)
Autism spectrum disorder (ASD) is a heterogeneous and highly heritable condition with multiple aetiologies. Although the biological mechanisms underlying ASD are not fully understood, evidence suggests that dysregulation of serotonergic systems play an important role in ASD psychopathology. Preclinical models
Noriko Wakabayashi-Ito et al.
PloS one, 6(10), e26183-e26183 (2011-10-25)
Dystonia represents the third most common movement disorder in humans. At least 15 genetic loci (DYT1-15) have been identified and some of these genes have been cloned. TOR1A (formally DYT1), the gene responsible for the most common primary hereditary dystonia
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