Aminooxyacetic acid hemihydrochloride

Modify Date: 2024-01-02 17:12:06

Aminooxyacetic acid hemihydrochloride structure	Common Name	Aminooxyacetic acid hemihydrochloride
	CAS Number	2921-14-4	Molecular Weight	109.30
	Density	N/A	Boiling Point	326.7ºC at 760 mmHg
	Molecular Formula	NH₂OCH₂COOH·_0.5HCl	Melting Point	156 °C (dec.)(lit.)
	MSDS	USA	Flash Point	151.4ºC

Use of Aminooxyacetic acid hemihydrochloride

Aminooxyacetic acid hemihydrochloride is a malate-aspartate shuttle (MAS) inhibitor which also inhibits the GABA degradating enzyme GABA-T.

Name	Carboxymethoxylamine hemihydrochloride
Synonym	More Synonyms

Description	Aminooxyacetic acid hemihydrochloride is a malate-aspartate shuttle (MAS) inhibitor which also inhibits the GABA degradating enzyme GABA-T.
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Research Areas >> Cancer
Target	MAS[1], GABA-T[2]
In Vitro	Aminooxyacetic acid hemihydrochloride (AOAA) dose-dependently decreases the survival of C6 glioma cells. Aminooxyacetic acid hemihydrochloride treatment produces a significant increase in the percentage of the cells arrested in the stage of G0/G1, as well as a significant decrease in the percentage of the cells at S phase and G2/M phase. Aminooxyacetic acid hemihydrochloride treatment leads to an obvious decrease in the number of the cells in the phase of cell division. Aminooxyacetic acid hemihydrochloride significantly increases the percentage of the cells in both early-stage apoptosis and necrosis. Treatment of the cells with 1 mM or 5 mM Aminooxyacetic acid hemihydrochloride leads to decreased levels of aging of the cells[1]. Glutamine-dependent cell lines show greater inhibition of cell growth by Aminooxyacetic acid hemihydrochloride (AOA) compare with cells that are less glutamine dependent[3].
In Vivo	The accumulation of GABA in cerebellum and whole brain is initially very rapid, being significantly increased already 5 min after the injection of Aminooxyacetic acid hemihydrochloride (AOAA). The rapid initial accumulation becomes gradually slower and maximal levels (400 to 600 % of the control levels) are reached 2 to 6 h after Aminooxyacetic acid hemihydrochloride. Still 24 h after Aminooxyacetic acid hemihydrochloride the GABA levels are elevated by about 250%. From 2 to 6 h after Aminooxyacetic acid hemihydrochloride the convulsions are completely blocked. Twenty four hours after Aminooxyacetic acid hemihydrochloride the convulsions are almost identical to the controls[2].
Kinase Assay	Enzyme activity of aspartate transaminase is measured by a colorimetric assay assessing formation of pyruvate from oxaloacetate, a product of GOT1/2 (also called AST1/2) activity, as described previously. In brief, cells grown in 6-well plates are collected after 6, 24, or 48 hours of Aminooxyacetic acid hemihydrochloride (AOA) treatment and washed with cold PBS, lysed, and supernatant used for analysis[3].
Cell Assay	Breast cancer cell lines are used in this study. Cells are plated in 96-well plates at 1,500 to 5,000 cells per well in 100 μL media. New medium with varying concentration of Aminooxyacetic acid hemihydrochloride (AOA) is added after 12 hours. The assay is performed after 48 hours[3].
Animal Admin	Female albino rats (150 to 200 g) bred at our department are used. Aminooxyacetic acid hemihydrochloride (AOAA) is injected into a tail vein (2 mL/kg body weight). For this purpose the rat is placed in a plastic tube and the tail warmed in water 42°C[2].
References	[1]. Wang C, et al. Malate-aspartate shuttle inhibitor aminooxyacetic acid leads to decreased intracellular ATP levels and altered cell cycle of C6 glioma cells by inhibiting glycolysis. Cancer Lett. 2016 Aug 1;378(1):1-7. [2]. Pagliusi SR, et al. Aminooxyacetic acid induced accumulation of GABA in the rat brain. Interaction with GABA receptors and distribution in compartments. Naunyn Schmiedebergs Arch Pharmacol. 1983 Apr;322(3):210-5. [3]. Korangath P, et al. Targeting Glutamine Metabolism in Breast Cancer with Aminooxyacetate. Clin Cancer Res. 2015 Jul 15;21(14):3263-73.

Boiling Point	326.7ºC at 760 mmHg
Melting Point	156 °C (dec.)(lit.)
Molecular Formula	NH₂OCH₂COOH·_0.5HCl
Molecular Weight	109.30
Flash Point	151.4ºC
PSA	145.10000
LogP	0.12520
Vapour Pressure	4.24E-05mmHg at 25°C
Storage condition	-20°C Freezer

Aminooxyacetic acid hemihydrochloride MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AF3150000

CAS REGISTRY NUMBER :: 2921-14-4

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C4-H10-N2-O6.Cl-H

MOLECULAR WEIGHT :: 218.62

WISWESSER LINE NOTATION :: ZO1VQ 2 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 65 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JMPCAS Journal of Medicinal and Pharmaceutical Chemistry. (Washington, DC) V.1-5, 1959-62. For publisher information, see JMCMAR. Volume(issue)/page/year: 5,464,1962

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 91 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - ptosis Behavioral - somnolence (general depressed activity) Skin and Appendages - hair

REFERENCE :: NEPHBW Neuropharmacology. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.9- 1970- Volume(issue)/page/year: 21,803,1982

Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi: Irritant;
Risk Phrases	R36/37/38
Safety Phrases	26-36
RIDADR	UN 1193 3/PG 2
WGK Germany	3
RTECS	AF3150000
Packaging Group	II
Hazard Class	3

[[(1-methylethy...

CAS#:5382-89-8

Aminooxyacetic ...

CAS#:2921-14-4

Literature: Anker; Clarke Org.Synth.Coll.Vol.III<1955>172 Full Text Show Details Lott Journal of the American Chemical Society, 1948 , vol. 70, p. 1972 Full Text View citing articles Show Details Borek; Clarke Journal of the American Chemical Society, 1936 , vol. 58, p. 2020

Precursor 1
CAS#:5382-89-8 [[(1-methylethy...
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Synthesis and in vitro antibacterial properties of 2-(3-bromo-5-isoxazolylideneamino-oxy)acetamido-beta-lactam derivatives.

Il Farmaco 46 , 887, (1991)

The synthesis of new 2-(3-bromo-5-isoxazolylideneamino-oxy)acetic acids and their condensation derivatives with suitable beta-lactam nuclei is reported. Their antibacterial properties have been tested...

Tetrahedron Lett. 34 , 4347, (1993)

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EINECS 220-862-3

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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Aminooxyacetic acid hemihydrochloride
Price: ￥438.0/5g ￥158.0/1g
Purity: 98.0%
Stocking Period: 2 Day
Contact: Liu jia

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Carboxymethoxylamine hemihydrochloride
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Stocking Period: Inquiry
Contact: Ms Wang

Zhejiang Hangyu API Co., Ltd
China
Product Name: Carboxymethoxylamine hemihydrochloride
Price: ￥Inquiry/1kg
Purity: 99.5%
Stocking Period: Inquiry
Contact: Vinnie

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Aminooxyacetic acid hemihydrochloride

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