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625-45-6,MFCD00064520
Catalog No.:AA003524

625-45-6 | Methoxyacetic acid

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25g
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$16.00   $11.00
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500g
95%
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003524
Chemical Name:
Methoxyacetic acid
CAS Number:
625-45-6
Molecular Formula:
C3H6O3
Molecular Weight:
90.0779
MDL Number:
MFCD00064520
SMILES:
COCC(=O)O
NSC Number:
7300
UN Number:
3265
Properties
Properties
 
BP:
201°C at 760 mmHg  
Form:
Liquid  
MP:
7-9 °C(lit.);  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
50  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
-0.3  

Literature

Title: Mono-(2-ethylhexyl) phthalate-induced Sertoli cell injury stimulates the production of pro-inflammatory cytokines in Fischer 344 rats.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20170401

Title: Fingerprinting of neurotoxic compounds using a mouse embryonic stem cell dual luminescence reporter assay.

Journal: Archives of toxicology 20170101

Title: Aminomethylphosphonic acid and methoxyacetic acid induce apoptosis in prostate cancer cells.

Journal: International journal of molecular sciences 20150501

Title: Assessment of developmental delay in the zebrafish embryo teratogenicity assay.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20130201

Title: Endocrine disruptor regulation of microRNA expression in breast carcinoma cells.

Journal: PloS one 20120101

Title: Hematological effects of exposure to mixtures of selected ethylene glycol alkyl ethers in rats.

Journal: Pharmacological reports : PR 20120101

Title: Water extract from the leaves of Withania somnifera protect RA differentiated C6 and IMR-32 cells against glutamate-induced excitotoxicity.

Journal: PloS one 20120101

Title: Chemical class-specific gene expression changes in the zebrafish embryo after exposure to glycol ether alkoxy acids and 1,2,4-triazole antifungals.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20110901

Title: Relative embryotoxicity of two classes of chemicals in a modified zebrafish embryotoxicity test and comparison with their in vivo potencies.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20110401

Title: Free Rhodium (II) citrate and rhodium (II) citrate magnetic carriers as potential strategies for breast cancer therapy.

Journal: Journal of nanobiotechnology 20110101

Title: Complex modulation of androgen responsive gene expression by methoxyacetic acid.

Journal: Reproductive biology and endocrinology : RB&E 20110101

Title: Ashwagandha leaf derived withanone protects normal human cells against the toxicity of methoxyacetic acid, a major industrial metabolite.

Journal: PloS one 20110101

Title: Physiologically based pharmacokinetic modeling: methodology, applications, and limitations with a focus on its role in pediatric drug development.

Journal: Journal of biomedicine & biotechnology 20110101

Title: Wired on steroids: sexual differentiation of the brain and its role in the expression of sexual partner preferences.

Journal: Frontiers in endocrinology 20110101

Title: Ethylene glycol monomethyl ether-induced toxicity is mediated through the inhibition of flavoprotein dehydrogenase enzyme family.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20101201

Title: A predictive ligand-based Bayesian model for human drug-induced liver injury.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20101201

Title: Embryotoxicant-specific transcriptomic responses in rat postimplantation whole-embryo culture.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20101201

Title: Toxicant-induced leakage of germ cell-specific proteins from seminiferous tubules in the rat: relationship to blood-testis barrier integrity and prospects for biomonitoring.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20101001

Title: In vitro-Ishikawa cell test for assessing tissue-specific chemical effects on human endometrium.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20100801

Title: Monitoring developmental toxicity in the embryonic stem cell test using differential gene expression of differentiation-related genes.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20100701

Title: Decrease of intracellular pH as possible mechanism of embryotoxicity of glycol ether alkoxyacetic acid metabolites.

Journal: Toxicology and applied pharmacology 20100601

Title: Assignment of the structure of petrocortyne A by mixture syntheses of four candidate stereoisomers.

Journal: The Journal of organic chemistry 20100507

Title: Impact of methoxyacetic acid on mouse Leydig cell gene expression.

Journal: Reproductive biology and endocrinology : RB&E 20100101

Title: Effect of high intratesticular estrogen on global gene expression and testicular cell number in rats.

Journal: Reproductive biology and endocrinology : RB&E 20100101

Title: Physiological effects and mechanisms of action of endocrine disrupting chemicals that alter estrogen signaling.

Journal: Hormones (Athens, Greece) 20100101

Title: Fatty acids derived from royal jelly are modulators of estrogen receptor functions.

Journal: PloS one 20100101

Title: The short-chain fatty acid methoxyacetic acid disrupts endogenous estrogen receptor-alpha-mediated signaling.

Journal: Environmental health perspectives 20091101

Title: Differential expression of N-Myc downstream regulated gene 2 (NDRG2) in the rat testis during postnatal development.

Journal: Cell and tissue research 20090801

Title: Interactions of methoxyacetic acid with androgen receptor.

Journal: Toxicology and applied pharmacology 20090715

Title: Relative developmental toxicity of glycol ether alkoxy acid metabolites in the embryonic stem cell test as compared with the in vivo potency of their parent compounds.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20090701

Title: Enhanced ERbeta immunoexpression and apoptosis in the germ cells of cimetidine-treated rats.

Journal: Reproductive biology and endocrinology : RB&E 20090101

Title: Evaluation of the embryotoxic potency of compounds in a newly revised high throughput embryonic stem cell test.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20081001

Title: Esterification in ionic liquids: the influence of solvent basicity.

Journal: The Journal of organic chemistry 20080718

Title: Lewis base activation of Lewis acids: catalytic, enantioselective addition of glycolate-derived silyl ketene acetals to aldehydes.

Journal: The Journal of organic chemistry 20080620

Title: Methoxyacetic acid-induced spermatocyte death is associated with histone hyperacetylation in rats.

Journal: Biology of reproduction 20080501

Title: Chiral resolutions of (9-anthryl)methoxyacetic acid and (9-anthryl)hydroxyacetic acid by capillary electrophoresis.

Journal: Chirality 20080101

Title: Correlation between urinary methoxyacetic acid and exposure of ethylene glycol dimethyl ether in a lithium battery plant.

Journal: International archives of occupational and environmental health 20071001

Title: Correlation of appearance of metastasis-associated protein1 (Mta1) with spermatogenesis in developing mouse testis.

Journal: Cell and tissue research 20070801

Title: Synthesis of C13-C25 fragment of 24-demethylbafilomycin C(1) via diastereoselective aldol reactions of a ketone boron enolate as the key step.

Journal: The Journal of organic chemistry 20070622

Title: A new synthesis of lysophosphatidylcholines and related derivatives. Use of p-toluenesulfonate for hydroxyl group protection.

Journal: The Journal of organic chemistry 20070302

Title: Quantification of PERF 15 mRNA in tissue sections from rat testes.

Journal: Acta histochemica et cytochemica 20061228

Title: Diethylene glycol monomethyl ether, ethylene glycol monomethyl ether and the metabolite, 2-methoxyacetic acid affect in vitro chondrogenesis.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20061101

Title: Molecular basis for the enhanced lipase-catalyzed N-acylation of 1-phenylethanamine with methoxyacetate.

Journal: Chembiochem : a European journal of chemical biology 20061101

Title: Prediction of in vivo embryotoxic effect levels with a combination of in vitro studies and PBPK modelling.

Journal: Toxicology letters 20060801

Title: Endocrine-disrupting chemicals use distinct mechanisms of action to modulate endocrine system function.

Journal: Endocrinology 20060601

Title: Gas chromatography analysis of urinary alkoxyacetic acids as biomarkers of exposure to aliphatic alkyl ethers.

Journal: Journal of analytical toxicology 20060501

Title: A new multiphasic buffer system for benzyldimethyl-n-hexadecylammonium chloride polyacrylamide gel electrophoresis of proteins providing efficient stacking.

Journal: Electrophoresis 20060201

Title: Testicular toxicity of candidate fuel additive 1,6-dimethoxyhexane: comparison with several similar aliphatic ethers.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20060101

Title: The alkoxyacetic acids as calcium and magnesium chelating agents in vitro.

Journal: Acta poloniae pharmaceutica 20060101

Title: Short-term oral toxicity of butyl ether, ethyl hexyl ether, methyl heptyl ether and 1,6-dimethoxyhexane in male rats and the role of 2-methoxyacetic acid.

Journal: Toxicology 20051015

Title: Urinary methoxyacetic acid as an indicator of occupational exposure to ethylene glycol dimethyl ether.

Journal: International archives of occupational and environmental health 20050901

Title: A teratoproteomics analysis: heat shock protein 70 is upregulated in mouse forelimb bud by methoxyacetic acid treatment.

Journal: Birth defects research. Part A, Clinical and molecular teratology 20050701

Title: Quantification of stem cell factor mRNA levels in the rat testis: usefulness of clusterin mRNA as a marker of the amount of mRNA of Sertoli cell origin in post pubertal rats.

Journal: The Journal of endocrinology 20050701

Title: Biotic and abiotic degradation behaviour of ethylene glycol monomethyl ether (EGME).

Journal: Water research 20050501

Title: The mechanism of ethylene glycol ether reproductive and developmental toxicity and evidence for adverse effects in humans.

Journal: Toxicology letters 20050328

Title: Modulation of MAA-induced apoptosis in male germ cells: role of Sertoli cell P/Q-type calcium channels.

Journal: Reproductive biology and endocrinology : RB&E 20050101

Title: Discriminative power of an assay for automated in vitro screening of teratogens.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20040801

Title: Evaluation of the protective effectiveness of gloves from occupational exposure to 2-methoxyethanol using the biomarkers of 2-methoxyacetic acid levels in the urine and plasma.

Journal: Occupational and environmental medicine 20040801

Title: Hepatic effects in workers exposed to 2-methoxy ethanol.

Journal: Journal of occupational and environmental medicine 20040701

Title: Determination of urinary metabolites of alkyl cellosolves by solid phase extraction and GC/FID.

Journal: Journal of occupational health 20040701

Title: Short-chain fatty acids enhance nuclear receptor activity through mitogen-activated protein kinase activation and histone deacetylase inhibition.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20040504

Title: Sertoli cell modulates MAA-induced apoptosis of germ cells throughout voltage-operated calcium channels.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20040201

Title: Increased expression of estrogen receptor beta in pachytene spermatocytes after short-term methoxyacetic acid administration.

Journal: Journal of andrology 20040101

Title: AACR Special Conference: Advances in Breast Cancer Research--Genetics, Biology, and Clinical Implications, Huntington Beach, California, USA, 8-12 October 2003.

Journal: Breast cancer research : BCR 20040101

Title: The laminin binding protein p40 is involved in inducing limb abnormality of mouse fetuses as the effects of methoxyacetic acid treatment.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20030901

Title: Methoxyacetic acid disregulation of androgen receptor and androgen-binding protein expression in adult rat testis.

Journal: Biology of reproduction 20030401

Title: Follow up study of haematological effects in workers exposed to 2-methoxyethanol.

Journal: Occupational and environmental medicine 20030201

Title: Significance of 2-methoxypropionic acid formed from beta-propylene glycol monomethyl ether: integration of pharmacokinetic and developmental toxicity assessments in rabbits.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20030201

Title: Dynamics of testicular germ cell apoptosis in normal mice and transgenic mice overexpressing rat androgen-binding protein.

Journal: Reproductive biology and endocrinology : RB&E 20030101

Title: Involvement of caspase 3 mediated apoptosis in hematopoietic cytotoxicity of metabolites of ethylene glycol monomethyl ether.

Journal: Industrial health 20021001

Title: N-acetylcysteine prevents MAA induced male germ cell apoptosis: role of glutathione and cytochrome c.

Journal: FEBS letters 20020911

Title: Heat shock-initiated apoptosis is accelerated and removal of damaged cells is delayed in the testis of clusterin/ApoJ knock-out mice.

Journal: Biology of reproduction 20020401

Title: Selection of test chemicals for the ECVAM international validation study on in vitro embryotoxicity tests. European Centre for the Validation of Alternative Methods.

Journal: Alternatives to laboratory animals : ATLA 20020101

Title: Effects of acute and chronic doses of methoxy acetic acid on hamster sperm fertilising ability.

Journal: Asian journal of andrology 20010901

Title: 2-Methoxyethanol metabolism, embryonic distribution, and macromolecular adduct formation in the rat: the effect of radiofrequency radiation-induced hyperthermia.

Journal: Toxicology letters 20010531

Title: Differential expression and regulation of the retinoblastoma family of proteins during testicular development and spermatogenesis: roles in the control of germ cell proliferation, differentiation and apoptosis.

Journal: Oncogene 20010315

Title: Urinary 2-methoxy acetic acid accumulation in response to 2-methoxy ethanol exposure.

Journal: Archives of environmental health 20010101

Title: Protein kinase activity is central to rat germ cell apoptosis induced by methoxyacetic acid.

Journal: Toxicologic pathology 20010101

Title: Expression of testicular fatty acid-binding protein PERF 15 during germ cell apoptosis.

Journal: Development, growth & differentiation 20000801

Title: Bcl-w forms complexes with Bax and Bak, and elevated ratios of Bax/Bcl-w and Bak/Bcl-w correspond to spermatogonial and spermatocyte apoptosis in the testis.

Journal: Molecular endocrinology (Baltimore, Md.) 20000501

Title: Rat pachytene spermatocytes down-regulate a polo-like kinase and up-regulate a thiol-specific antioxidant protein, whereas sertoli cells down-regulate a phosphodiesterase and up-regulate an oxidative stress protein after exposure to methoxyethanol and methoxyacetic acid.

Journal: Endocrinology 19980801

Title: Accumulation of clusterin/sulfated glycoprotein-2 in degenerating pachytene spermatocytes of adult rats treated with methoxyacetic acid.

Journal: Biology of reproduction 19971001

Title: Fetal hematopoietic alterations after maternal exposure to ethylene glycol monomethyl ether: prolymphoid cell targeting.

Journal: Toxicology and applied pharmacology 19941101

Title: Stage-dependent expression of mRNA for cyclic protein 2 during spermatogenesis is modulated by elongate spermatids.

Journal: Molecular and cellular endocrinology 19930701

Title: Pathogenesis of limb malformations in mice induced by methoxyacetic acid.

Journal: Hiroshima journal of medical sciences 19910901

Title: Pattern of limb malformations in mice induced by methoxyacetic acid.

Journal: Hiroshima journal of medical sciences 19910901

Title: Evidence that secretion of immunoactive inhibin by seminiferous tubules from the adult rat testis is regulated by specific germ cell types: correlation between in vivo and in vitro studies.

Journal: Endocrinology 19910101

Title: Ventral duplication of the autopod: chemical induction by methoxyacetic acid in rat embryos.

Journal: Development (Cambridge, England) 19870101

Title: Studies on the toxicity of some glycol ethers and alkoxyacetic acids in primary testicular cell cultures.

Journal: Toxicology and applied pharmacology 19850701

Title: Testicular toxicity produced by ethylene glycol monomethyl and monoethyl ethers in the rat.

Journal: Environmental health perspectives 19840801

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Tags:625-45-6 Molecular Formula|625-45-6 MDL|625-45-6 SMILES|625-45-6 Methoxyacetic acid