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Merck
CN

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

Key Documents

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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.
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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBT7147
BCBG5065V
BCBB1136V
BCBB1136
1445429

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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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Serotonin Synthesis & Metabolism

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

血清素合成及代谢

血清素（5-羟色胺）主要存在于三种主要细胞类型中：i）中杻神经系统（CNS）和肠肌间神经丛中的血清素能神经元，ii）胃肠道粘膜中的肠嗜铬细胞，和iii）血小板。血清素的代谢主要通过外部线粒体膜酶单胺氧化酶（MAO）进行，它以两种分子亚型存在，分别称为MAO-A和MAO-B。

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