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194557

Sigma-Aldrich

Methoxyacetic acid

98%

Synonym(s):

NSC 7300

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About This Item

Linear Formula:
CH3OCH2COOH
CAS Number:
625-45-6
Molecular Weight:
90.08
Beilstein/REAXYS Number:
635800
EC Number:
210-894-6
MDL number:
MFCD00004308
UNSPSC Code:
12352100
PubChem Substance ID:
24851659
NACRES:
NA.22

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.417 (lit.)

bp

202-204 °C (lit.)

mp

7-9 °C (lit.)

density

1.174 g/mL at 25 °C (lit.)

functional group

carboxylic acid
ether

SMILES string

COCC(O)=O

InChI

1S/C3H6O3/c1-6-2-3(4)5/h2H2,1H3,(H,4,5)

InChI key

RMIODHQZRUFFFF-UHFFFAOYSA-N

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General description

Methoxyacetic acid is the major metabolite of ester phthalates widely used in industry as gelling, viscosity and stabilizer reagents.

Application

Methoxyacetic acid was used in zebrafish embryotoxicity test to evaluate chemical toxicity after exposure of the complete vertebrate embryo during embryogenesis in ovo.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

237.2 °F - closed cup

flash_point_c

114 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6197
STBK1290
STBJ6002
STBD2084V
STBC9332V

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Gargi Bagchi et al.
Reproductive biology and endocrinology : RB&E, 9, 42-42 (2011-04-02)
Optimal androgen signaling is critical for testicular development and spermatogenesis. Methoxyacetic acid (MAA), the primary active metabolite of the industrial chemical ethylene glycol monomethyl ether, disrupts spermatogenesis and causes testicular atrophy. Transcriptional trans-activation studies have indicated that MAA can enhance
Gargi Bagchi et al.
Reproductive biology and endocrinology : RB&E, 8, 65-65 (2010-06-23)
Methoxyacetic acid (MAA) is the active metabolite of the widely used industrial chemical ethylene glycol monomethyl ether, which is associated with various developmental and reproductive toxicities, including neural toxicity, blood and immune disorders, limb degeneration and testicular toxicity. Testicular toxicity
Derek V Henley et al.
Environmental health perspectives, 117(11), 1702-1706 (2010-01-06)
Ethylene glycol monomethyl ether (EGME) exposure is associated with impaired reproductive function. The primary metabolite of EGME is methoxyacetic acid (MAA), a short-chain fatty acid that inhibits histone deacetylase activity and alters gene expression. Because estrogen signaling is necessary for
Derek V Henley et al.
Endocrinology, 147(6 Suppl), S25-S32 (2006-05-13)
The term endocrine-disrupting chemicals is used to define a structurally diverse class of synthetic and natural compounds that possess the ability to alter various components of the endocrine system and potentially induce adverse health effects in exposed individuals and populations.
Bo Yang et al.
Urology, 81(3), 696-696 (2013-01-08)
To investigate the expression pattern of Ras-related protein 1 (Rap1) during testicular development and to clarify whether its expression is developmentally regulated and whether this expression is involved in the process of germ cell apoptosis. The expression pattern of Rap1
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