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C0253

Sigma-Aldrich

Chlorambucil

Sinonimo/i:

4-(4-[Bis(2-chloroethyl)amino]phenyl)butyric acid, 4-[Bis(2-chloroethyl)amino]benzenebutyric acid

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About This Item

Formula empirica (notazione di Hill):
C14H19Cl2NO2
Numero CAS:
305-03-3
Peso molecolare:
304.21
Beilstein:
999011
Numero CE:
206-162-0
Numero MDL:
MFCD00021783
Codice UNSPSC:
12352200
ID PubChem:
24278287
NACRES:
NA.77

Forma fisica

powder

Livello qualitativo

200

Temperatura di conservazione

2-8°C

Stringa SMILE

OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl

InChI

1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)
JCKYGMPEJWAADB-UHFFFAOYSA-N

Informazioni sul gene

human ... CYP2D6(1565)

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Applicazioni

Chlorambucil has been used:
  • as an alkylating/chemotherapeutic agent to study its anti-inflammatory effects on amyloidogenesis in mice
  • as a positive control to determine the cytotoxicity in murine leukemic monocyte macrophages
  • as an adenine-specific DNA-alkylating reagent in the construction of multifunctional conjugate (8950A-Chb(Cl/OH) for mutation-specific DNA alkylation in HeLa S3 cells

Azioni biochim/fisiol

Chlorambucil is a nitrogen mustard alkylating agent that acts as an anti-cancer drug. Chlorambucil binds to membranes, RNA, DNA, and proteins. It exhibits anti-inflammatory and anti-tumor activity by DNA cross-linking. Chlorambucil shows therapeutic effects against chronic lymphocytic leukemia (CLL) via a p53-dependent mechanism.

Pittogrammi

Skull and crossbonesHealth hazard
GHS06,GHS08

Avvertenze

Danger

Indicazioni di pericolo

H301,H315,H319,H335,H350

Classi di pericolo

Acute Tox. 3 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificati d'analisi (COA)

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Shrabani Barman et al.
Angewandte Chemie (International ed. in English), 55(13), 4194-4198 (2016-02-27)
Among the well-known phototriggers, the p-hydroxyphenacyl (pHP) group has consistently enabled the very fast, efficient, and high-conversion release of active molecules. Despite this unique behavior, the pHP group has been ignored as a delivery agent, particularly in the area of
Takuya Hidaka et al.
Cell chemical biology, 29(4), 690-695 (2021-08-28)
Mutations in mitochondrial DNA (mtDNA) cause mitochondrial diseases, characterized by abnormal mitochondrial function. Although eliminating mutated mtDNA has potential to cure mitochondrial diseases, no chemical-based drugs in clinical trials are capable of selective modulation of mtDNA mutations. Here, we construct
C Muller et al.
Blood, 92(7), 2213-2219 (1998-09-25)
The objective of this study is to investigate the role of DNA-dependent protein kinase (DNA-PK) in the chronic lymphocytic leukemia (CLL) lymphocyte response to nitrogen mustard therapy. DNA-PK is a nuclear serine/threonine kinase that functions in DNA double-strand break repair
Palle J Pedersen et al.
Journal of medicinal chemistry, 52(10), 3408-3415 (2009-05-01)
The synthesis and biophysical characterization of four prodrug ether phospholipid conjugates are described. The lipids are prepared from the anticancer drug chlorambucil and have C16 and C18 ether chains with phosphatidylcholine or phosphatidylglycerol headgroups. All four prodrugs have the ability
Shmuel Shtrasburg et al.
Autoimmunity reviews, 12(1), 18-21 (2012-08-11)
The mainstay of AA amyloidosis prevention and treatment is suppression of inflammation. In the present study we have tried to determine the efficacy of a variety of anti-inflammatory agents at suppressing AA amyloidosis in a mouse model of the disease.
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