CHLOROACETALDEHYDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H3ClO
Molecular Weight	78.498
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClCC=O

InChI

InChIKey=QSKPIOLLBIHNAC-UHFFFAOYSA-N

InChI=1S/C2H3ClO/c3-1-2-4/h2H,1H2

HIDE SMILES / InChI

Molecular Formula	C2H3ClO
Molecular Weight	78.498
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Ifosfamide toxicity in cultured proximal renal tubule cells.	2007-03	17072651
The chloromethylketone protease inhibitor AAPF(CMK) also targets ATP-dependent helicases and SAP-domain proteins.	2007-02-15	17006953
Selective thiourea optical probe based on thiourea-induced removal of chloroacetyl group from chloroacetylamine.	2006-12	16824787
Thiol-mediated anchoring of ligands to self-assembled monolayers for studies of biospecific interactions.	2006-11-21	17107015
Ifosfamide metabolites CAA, 4-OH-Ifo and Ifo-mustard reduce apical phosphate transport by changing NaPi-IIa in OK cells.	2006-11	17003823
Synthesis of 2-alkenyl-3-(alkoxycarbonyl)furans based on Feist-Benary cyclocondensation of (2,4-dioxobutylidene)phosphoranes with alpha-haloketones and alpha-chloracetaldehyde.	2006-10-13	17025293
Selective alteration of the rate-limiting step in cytosolic aldehyde dehydrogenase through random mutagenesis.	2006-08-08	16878979
Ifosfamide-induced nephrotoxicity: mechanism and prevention.	2006-08-01	16885387
Efficient method for the deprotection of tert-butyldimethylsilyl ethers with TiCl4-Lewis base complexes: application to the synthesis of 1beta-methylcarbapenems.	2006-07-07	16808532
Enantioselective metabolism of ifosfamide by the kidney.	2006-06	16575879
[Increased urinary excretion of the neurotoxic side-chain metabolites of ifosphamide in children with polymorphism of the glutathione S-transferases genes].	2006-05-25	16719171
Directed evolution of an industrial biocatalyst: 2-deoxy-D-ribose 5-phosphate aldolase.	2006-05	16892289
Peptides containing acylated C-terminal gem diamines: novel irreversible inactivators of the cysteine and serine proteinases.	2006-05	16784461
Ifosfamide: pharmacokinetic properties for central nervous system metastasis prevention.	2006-05	16702183
Systematic synthesis of bisubstrate-type inhibitors of N-acetylglucosaminyltransferases.	2006-04-24	16534829
Insights into the hydrogen-abstraction reactions of diol dehydratase: relevance to the catalytic mechanism and suicide inactivation.	2006-03-15	16522124
A new protein superfamily includes two novel 3-methyladenine DNA glycosylases from Bacillus cereus, AlkC and AlkD.	2006-03	16468998
Chloroacetaldehyde: mode of antitumor action of the ifosfamide metabolite.	2006-02	16133533
Hydroxyl-terminated dendritic oligomers from bile acids: synthesis and properties.	2006-01-20	16408992
Chloroacetaldehyde- and acrolein-induced death of human proximal tubule cells.	2006-01	16267686
Chloroacetaldehyde as a sulfhydryl reagent: the role of critical thiol groups in ifosfamide nephropathy.	2006	17035713
Application of biological activated carbon anaerobic reactor for treatment of hazardous chemicals.	2006	16862797
Sequence-specific p53 gene damage by chloroacetaldehyde and its repair kinetics in Escherichia coli.	2006	16582987
Site specific synthesis and polymerase bypass of oligonucleotides containing a 6-hydroxy-3,5,6,7-tetrahydro-9H-imidazo[1,2-a]purin-9-one base, an intermediate in the formation of 1,N2-etheno-2'-deoxyguanosine.	2005-11	16300379
Disturbed Ca2+-signaling by chloroacetaldehyde: a possible cause for chronic ifosfamide nephrotoxicity.	2005-11	16221203
Mechanisms of solvolyses of acid chlorides and chloroformates. Chloroacetyl and phenylacetyl chloride as similarity models.	2005-10-28	16238334
ABC transporters as multidrug resistance mechanisms and the development of chemosensitizers for their reversal.	2005-10-04	16202168
AlkB reverses etheno DNA lesions caused by lipid oxidation in vitro and in vivo.	2005-10	16200073
Dynamic analysis of metabolic effects of chloroacetaldehyde and cytochalasin B on tumor cells using bioelectronic sensor chips.	2005-10	16047190
Ifosfamide-induced encephalopathy with or without using methylene blue.	2005-09-22	16174228
Enantioselective metabolism and cytotoxicity of R-ifosfamide and S-ifosfamide by tumor cell-expressed cytochromes P450.	2005-09	15919850
Synthesis, characterisation and theoretical calculations of 2,6-diaminopurine etheno derivatives.	2005-08-21	16186923
Palladium-catalyzed regioselective arylation of imidazo[1,2-b][1,2,4]triazine: synthesis of an alpha 2/3-selective GABA agonist.	2005-07-22	16018689
Cytochrome P450 3A and 2B6 in the developing kidney: implications for ifosfamide nephrotoxicity.	2005-07	15875221
Contribution of CYP3A5 to hepatic and renal ifosfamide N-dechloroethylation.	2005-07	15821045
Differential effects of Mg2+ ions on the individual kinetic steps of human cytosolic and mitochondrial aldehyde dehydrogenases.	2005-06-07	15924421
A tubule cell model for ifosfamide nephrotoxicity.	2005-06	16049550
[Optimization of transfection properties of DNA-lysine dendrimer complexes].	2005-05-14	15889791
Exocyclic DNA lesions stimulate DNA cleavage mediated by human topoisomerase II alpha in vitro and in cultured cells.	2005-03-15	15751973
Matrix isolation and theoretical study of the photochemical reaction of CrCl2O2 with chloroethenes.	2005-02-10	16838969
One-step synthesis of labeled sugar nucleotides for protein O-GlcNAc modification studies by chemical function analysis of an archaeal protein.	2005-01-26	15656612
Polymorphisms of DNA repair gene XPD and DNA damage of workers exposed to vinylchloride monomer.	2005	16217922
Mismatch dependent uracil/thymine-DNA glycosylases excise exocyclic hydroxyethano and hydroxypropano cytosine adducts.	2005	15827614
DNA damage and mutations produced by chloroacetaldehyde in a CpG-methylated target gene.	2004-12-21	15542111
Role of mismatch-specific uracil-DNA glycosylase in repair of 3,N4-ethenocytosine in vivo.	2004-12-02	15474419
Renal ontogeny of ifosfamide nephrotoxicity.	2004-12	15614250
Analysis of drug action on tumor cell metabolism using electronic sensor chips.	2004-12	15597401
Degradation pathway of 2-chloroethanol in Pseudomonas stutzeri strain JJ under denitrifying conditions.	2004-12	15502965
Release of beta-nicotinamide adenine dinucleotide upon stimulation of postganglionic nerve terminals in blood vessels and urinary bladder.	2004-11-19	15364945
Suicide inactivation of dioldehydratase by glycolaldehyde and chloroacetaldehyde: an examination of the reaction mechanism.	2004-10-06	15453720

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:27:51 GMT 2025` Edited by `admin` on `Mon Mar 31 19:27:51 GMT 2025`
Record UNII	CF069F5D9C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHLOROACETALDEHYDE [HSDB]

Preferred Name

English

CHLOROACETALDEHYDE

Systematic Name

English

CHLOROACETALDEHYDE [MI]

Common Name

English

Code System Code Type Description

CHEBI

27871