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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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V Mosienko et al.
Translational psychiatry, 2, e122-e122 (2012-07-27)
Serotonin is a major neurotransmitter in the central nervous system (CNS). Dysregulation of serotonin transmission in the CNS is reported to be related to different psychiatric disorders in humans including depression, impulsive aggression and anxiety disorders. The most frequently prescribed
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
Gerard Honig et al.
PloS one, 4(8), e6797-e6797 (2009-08-28)
Serotonin (5-HT) is a neurotransmitter with important roles in the regulation of neurobehavioral processes, particularly those regulating affect in humans. Drugs that potentiate serotonergic neurotransmission by selectively inhibiting the reuptake of serotonin (SSRIs) are widely used for the treatment of
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
Anees A Banday et al.
American journal of physiology. Renal physiology, 317(4), F949-F956 (2019-08-15)
The role of dopamine D1-like receptors (DR) in the regulation of renal Na+ transporters, natriuresis, and blood pressure is well established. However, the involvement of the angiotensin 1-7 (ANG 1-7)-Mas receptor in the regulation of Na+ balance and blood pressure
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