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Bis(2-chloroethyl)amine Hydrochloride Cas No: 821-48-7

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By Author: Ganesh Chemicals
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Introduction
Bis-(2-chloroethyl)-amine derivatives or nitrogen mustards (NMs) are bifunctional alkylating agents widely used in the clinic to treat a variety of cancers (Chabner et al., 2005). The bifunctional nature of NMs allows for the formation of DNA intra- and interstrand cross-links (ICLs). It has been shown that although DNA ICLs make up only 1%–5% of the total adducts, they are responsible for the cytotoxicity as they provide a complete block to essential processes such as DNA replication and transcription (Noll, Mason, & Miller, 2006; Schärer, 2005). The ability of ICLs to induce apoptosis particularly in replicating cells provides some degree of selective cytotoxicity toward rapidly dividing cancer cells in a therapeutic setting (Deans & West, 2011). However, cellular resistance is often observed in patients treated with NMs, in large part due to ICL repair pathways that remove NM ICLs from the genome. Several ICL repair pathways exist, and the best understood of these is coupled to replication and has been biochemically reconstituted in Xenopus egg extracts (Knipscheer, Raschle, Schärer, & Walter, ...
... 2012; Räschle et al., 2008). Replication-coupled ICL repair makes use of genes involved in a number of pathways, including Fanconi anemia (FA), translesion DNA synthesis (TLS), homologous recombination (HR), and nucleotide excision repair (NER). The factors involved in this pathway recognize ICLs at stalled replication forks, remove the ICL, and eventually reestablish the replication fork. In another, less understood replication-coupled ICL repair pathway, the replication fork initially bypasses the intact ICL in a process known as replication traverse, presumably followed by ICL removal at a later stage (Huang et al., 2013). In addition, ICL repair is also known to occur outside of replication in an NER- and TLS-dependent manner, but the mechanistic details remain poorly understood as well (Clauson, Schärer, & Niedernhofer, 2013).
COMPANY - Shree Ganesh Chemicals - Ankleshwar (Gujarat) India

Bis(2-chloroethyl)amine hydrochloride Properties
Melting point:212-214 °C(lit.)
storage temp. Store below +30°C.
solubility >100g/l
form Crystalline Powder
color White to beige
Water Solubility SOLUBLE
Sensitive Hygroscopic
BRN 3550356
CAS DataBase Reference821-48-7(CAS DataBase Reference)
FDA UNIILY407360DG
NIST Chemistry Reference2,2'-Dichlorodiethylamine hydrochloride(821-48-7)
EPA Substance Registry SystemEthanamine, 2-chloro-N-(2-chloroethyl)-, hydrochloride (821-48-7)
SAFETY
Risk and Safety Statements
Symbol(GHS)
GHS07,GHS08,GHS05,GHS06
Signal word Warning
Hazard statements H302-H341-H314-H318-H331-H340-H350-H315-H319-H335
Precautionary statements P261-P305+P351+P338-P201-P202-P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P308+P313-P405-P501-P260h-P301+P330+P331-P303+P361+P353-P501a
Hazard Codes Xi,T,C
Risk Statements 36/37/38-36-34
Safety Statements 26-45-36/37/39-27
RIDADR 2811
WGK Germany 3
RTECS IA1225000
Hazard Note Irritant/Toxic
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29211980
Toxicity LD50 orally in Rabbit: 1150 mg/kg

Chemical Properties
white to beige crystalline powder
Uses
A cytotoxic metabolite of Cyclophosphamide; a deuterated analog of Nor-nitrogen mustard.
Safety Profile
A poison by inhalation,intraperitoneal, intramuscular, and subcutaneous routes.An experimental teratogen. Human mutation datareported. When heated to decomposition it emits toxicfumes of NH3, NOx, and Cl-.
Purification Methods
Crystallise the salt from Me2CO or MeOH/Et2O. The picrate has m 112-113o (from EtOH or Me2CO). [Mann J Chem Soc 464 1934, Ward J Am Chem Soc 57 915 1935,
Bis(2-chloroethyl)amine hydrochloride Preparation Products And Raw materials
Raw materials
Diethanolamine
Preparation Products
1-(3-METHYLPHENYL)PIPERAZINE N-(3-Trifluoromethylphenyl)piperazine 1-AMINO-4-(2-HYDROXYETHYL)PIPERAZINE 1-(4-Methoxyphenyl)piperazine dihydrochloride 1-CYCLOPROPYLPIPERAZINE 1-(3-NITROPHENYL)-PIPERAZINE 3-(4-methylpiperazin-1-yl)phenylboronic acid 1-(2-Methoxyphenyl)piperazine hydrobromide 1-(4-Methoxyphenyl)piperazine 3-(4-PHENYL-PIPERAZIN-1-YL)-PROPIONIC ACID 1-(4-METHYLPHENYL)PIPERAZINE 1-(3-Chlorophenyl)piperazine dihydrochloride Thiomorpholine 1-(2-ETHOXYPHENYL)PIPERAZINE HYDROCHLORIDE 4-(4-Methylpiperazin-1-yl)phenylboronic Acid 1-(4-Chlorophenyl)piperazine 4-CYANO-4-PHENYLPIPERIDINE HYDROCHLORIDE 1-(2-Methylphenyl)piperazine 1-(1-PHENYLETHYL)PIPERAZINE (4-PHENYL-PIPERAZIN-1-YL)-ACETIC ACID N-Boc-N,N-bis(2-chloroethyl)amine 1-(3-FLUOROPHENYL)PIPERAZINE 1-[2-(MORPHOLIN-4-YL)-ETHYL]-PIPERAZINE N-(2-Methylphenyl)piperazine hydrochloride 1-(3,4-Dichlorophenyl)piperazine 1-(2-FLUOROPHENYL)PIPERAZINE HYDROCHLORIDE 1-(3-Methoxyphenyl)piperazine 1-(1-NAPHTHYL)PIPERAZINE HYDROCHLORIDE 1-(3,5-DICHLOROPHENYL)PIPERAZINE


Applications
Bis(2-chloroethyl)amine hydrochloride is used as an intermediate in chemicals synthesis and building block for piperazine derivatives.

Notes
Stable under recommended storage conditions. Incompatible with oxidizing agents and bases.

Shree Ganesh Chemicals (Ankleshwar) Gujarat India is a leading manufacturer of Bis(2-chloroethyl)amine hydrochloride cas no 821-48-7.

More About the Author

Shree Ganesh Chemicals is manufacturer of pharmaceutical intermediates (API intermediates) & speciality chemicals specially Chloro Alkyl Amines - Piperazine Derivatives. shree ganesh chemicals - Chloro Alkyl Amines - Piperazine Derivatives

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