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54880

Sigma-Aldrich

3-Hydroxybenzylhydrazine dihydrochloride

≥98.0% (HPLC)

Sinónimos:

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

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About This Item

Fórmula lineal:
HOC6H4CH2NHNH2 · 2HCl
Número de CAS:
81012-99-9
Peso molecular:
211.09
Beilstein/REAXYS Number:
9282965
EC Number:
279-659-3
MDL number:
MFCD00044695
UNSPSC Code:
12352202
PubChem Substance ID:
24878937

Quality Level

100

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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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
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
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
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
Rosilane Taveira-da-Silva et al.
Kidney & blood pressure research, 44(1), 1-11 (2019-02-28)
Dopamine (DA) is a natriuretic hormone that inhibits renal sodium reabsorption, being Angiotensin II (Ang II) its powerful counterpart. These two systems work together to maintain sodium homeostasis and consequently, the blood pressure (BP) within normal limits. We hypothesized that
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