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Key Documents

10907

Sigma-Aldrich

Chloroacetaldehyde solution

produced by Wacker Chemie AG, Burghausen, Germany, ≥45.0% in H2O (density determination)

Synonyma:

CLACH

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About This Item

Lineární vzorec:
ClCH2CHO
Číslo CAS:
Molekulová hmotnost:
78.50
Beilstein/REAXYS Number:
1071226
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

form

solid

concentration

≥45.0% in H2O (density determination)

bp

80-100 °C (lit.)

SMILES string

[H]C(=O)CCl

InChI

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

InChI key

QSKPIOLLBIHNAC-UHFFFAOYSA-N

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Application

Chloroacetaldehyde is a reagent used for converting adenine and its nucleoseides into fluorescent etheno derivatives which can be analysed by HPLC. It was used for derivatization in fluorometric determination of arprinocid and analogous compounds in human plasma .

Biochem/physiol Actions

Chloroacetaldehyde, a metabolite of ifosamide, influences oxidative phosphorylation in mitochondria. It causes breaking of DNA strands and strongly inhibits DNA synthesis.

Other Notes

prices for bulk quantities on request

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

143.6 °F - closed cup

flash_point_c

62 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Osvědčení o analýze (COA)

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Navštívit knihovnu dokumentů

Preparation, titration, and storage of chloroacetaldehyde for fluorometric determination of adenine and its derivatives.
McCann WP, et al.
Analytical Chemistry, 55(8), 1454-1455 (1983)
Fluorogenic reaction between adenine derivatives and chloroacetaldehyde and its application to the determination of 9-(2-chloro-6-fluorobenzyl) adenine in human plasma.
Matuszewski BK and Bayne WF.
Analytica Chimica Acta, 227, 189-202 (1989)
Svenja K Brüggemann et al.
Cancer chemotherapy and pharmacology, 57(3), 349-356 (2005-09-01)
The ifosfamide metabolite chloroacetaldehyde had been made responsible for side effects only. We found in previous studies a strong cytotoxicity on human MX-1 tumor cells and xenografts in nude mice. Chloroacetaldehyde is supposed to act via alkylation or by inhibition
Stephanie L MacAllister et al.
Chemico-biological interactions, 202(1-3), 259-266 (2012-12-12)
Cyclophosphamide and ifosfamide are two commonly used DNA-alkylating agents in cancer chemotherapy that undergo biotransformation to several toxic and non-toxic metabolites, including acrolein and chloroacetaldehyde (CAA). Acrolein and CAA toxicities occur by several different mechanisms, including ROS formation and protein
V Nagarajavel et al.
The Journal of biological chemistry, 282(32), 23622-23630 (2007-06-16)
H-NS inhibits transcription by forming repressing nucleoprotein complexes next to promoters. We investigated repression by binding of H-NS within the transcription unit using the bgl and proU operons. Repression of both operons requires a downstream regulatory element (DRE) in addition

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