Bis(2-chloroethyl)amine hydrochloride

Base Information

• Chemical Name: Bis(2-chloroethyl)amine hydrochloride
• CAS No.: 821-48-7
• Molecular Formula: C4H9Cl2N.HCl
• Molecular Weight: 178.489
• Hs Code.: 29211980
• European Community (EC) Number: 212-479-5
• NSC Number: 10873
• UNII: LY407360DG
• DSSTox Substance ID: DTXSID3052567
• Mol file: 821-48-7.mol

Synonyms:Bis(2-chloroethyl)amine hydrochloride;821-48-7;2,2'-Dichlorodiethylamine hydrochloride;Bis(2-chloroethyl)amine HCl;Nornitrogen mustard hydrochloride;N,N-Bis(2-chloroethyl)amine hydrochloride;2-Chloro-N-(2-chloroethyl)ethanamine hydrochloride;MFCD00012515;Ethanamine, 2-chloro-N-(2-chloroethyl)-, hydrochloride;nor-Lost hydrochlorid;Bis(2-chloroethyl)ammonium chloride;di(2-chloroethyl)amine hydrochloride;Nor-HN2;Nor-HN2 hydrochloride;Bis(2-chloroethyl)amine-d4 Hydrochloride;DTXSID3052567;LEO 72a;Bi(2-chloroethyl)amine hydrochloride;NSC 10873;1,5-Dichloro-3-azapentane hydrochloride;Bis(.beta.-chloroethyl)amine hydrochloride;NC 26;Di-2-chloroethylamine hydrochloride;SK 555;TL 161;.beta.,.beta.'-Dichlorodiethylamine hydrochloride;2-chloro-N-(2-chloroethyl)ethanamine;hydrochloride;58880-33-4;DIETHYLAMINE, 2,2'-DICHLORO-, HYDROCHLORIDE;1011513-93-1;LY407360DG;C4H10Cl3N;Ethanamine, 2-chloro-N-(2-chloroethyl)-, hydrochloride (1:1);Di-(2-Chloroethyl)amine hydrochloride;bis-(2-chloroethyl)amine hydrochloride;C4H9Cl2N.ClH;LEO-72A;WLN: G2M2G &GH;2-Chloro-N-(2-chloroethyl)ethylamine hydrochloride;C4-H9-Cl2-N.Cl-H;SCHEMBL246133;bischloroethylamine hydrochloride;DTXCID4031140;bis-chloroethylamine hydrochloride;N,N-bis(2-bromoethyl)amine HCl;Nor-nitrogen mustard hydrochloride;bis(chloroethyl)amine hydrochloride;NSC10873;STR04145;Bis(2-chloroethyl)aminehydrochloride;Tox21_303731;bis(2-chloroethyl) ammonium chloride;bis-(2-chloroethyl)ammonium chloride;bis-(2-choroethyl)amine hydrochloride;AKOS005258967;bis (2-chloroethyl)amine hydrochloride;bis(2- chloroethyl)amine hydrochloride;bis(2-chloroethyl)-amine hydrochloride;bis(2-chloroethyl)amine, hydrochloride;Bis(2-chloroethyl) amine hydrochloride;CS-O-31094;CS-W020124;bis (2-chloroethyl) amine hydrochloride;Bis(2-Chloroethyl)Amine Hydro Chloride;bis(2-chloroethyl)amine hydrogenchloride;Bis(beta-chloroethyl)amine hydrochloride;bis-(2-chloro-ethyl)amine hydrochloride;Bis-(2-chloroethyl) amine hydrochloride;bis-(2-chloroethyl)-amine hydrochloride;bis(2-chloroethyl)amine monohydrochloride;Diethylamine,2'-dichloro-, hydrochloride;NCGC00357040-01;ss,ss'-Dichlorodiethylamine hydrochloride;1,5-Dichloro-3-azapentane, hydrochloride;bis(2-chloroethyl)amine hydrochloric acid;bis-(2-chloro-ethyl)-amine hydrochloride;CAS-821-48-7;bis(2-chloroethyl)amine hydrochloride salt;bis-(2-chloroethyl)amine hydrochloride salt;AM20100797;B1210;Bis(2-chloroethyl)amine hydrochloride, 98%;FT-0622998;FT-0663246;EN300-18218;2-Chloro-N-(2-chloroethyl)ethanaminium chloride;2-chloro-N-(2-chloroethyl)-ethanamine hydrochloride;J-519863;Z57388616;F0001-2106

Chemical Property of Bis(2-chloroethyl)amine hydrochloride

Chemical Property:

• Appearance/Colour: white to light beige powder
• Vapor Pressure: 0.267mmHg at 25°C
• Melting Point: 212-214 °C(lit.)
• Boiling Point: 204.2 °C at 760 mmHg
• Flash Point: 77.3 °C
• PSA: 12.03000
• Density: 1.125 g/cm3
• LogP: 2.24650
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: >100g/l
• Water Solubility.: SOLUBLE
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 176.987882
• Heavy Atom Count: 8
• Complexity: 28.9

Purity/Quality:

NLT 99% ^*data from raw suppliers

Bis(2-chloroethyl)amine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, T, C
• Hazard Codes: Xi,T,C
• Statements: 36/37/38-36-34
• Safety Statements: 26-45-36/37/39-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Halogenated Aliphatic Amines
• Canonical SMILES: C(CCl)NCCCl.Cl
• Uses: A cytotoxic metabolite of Cyclophosphamide; a deuterated analog of Nor-nitrogen mustard. Bis(2-chloroethyl)amine hydrochloride is used as an intermediate in chemicals synthesis and building block for piperazine derivatives.

Technology Process of Bis(2-chloroethyl)amine hydrochloride

There total 3 articles about Bis(2-chloroethyl)amine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2,2'-iminobis[ethanol] (111-42-2) → bis-(2-chloroethyl)amine hydrochloride (821-48-7)

Guidance literature:

With thionyl chloride; In 1,2-dichloro-ethane; at 50 ℃; for 3h;

Reference yield:

N,N,N',N'-tetrakis(2-chloroethyl)methanediamine (15567-79-0) → bis-(2-chloroethyl)amine hydrochloride (821-48-7)

Guidance literature:

With acetyl chloride; In dichloromethane; Cooling;

DOI:10.2174/1570180811666140529005029

Reference yield:

cyclophosphamide (50-18-0) → bis-(2-chloroethyl)amine hydrochloride (821-48-7) + Phosphoric acid mono-(3-amino-propyl) ester; hydrochloride

Guidance literature:

With hydrogenchloride; at 37 ℃; pH 1.2;

DOI:10.1080/10426509608545193

upstream raw materials:

2,2'-iminobis[ethanol]

cyclophosphamide

N,N,N',N'-tetrakis(2-chloroethyl)methanediamine

Downstream raw materials:

4-nitro-benzoic acid-[bis-(2-chloro-ethyl)-amide]

bis-[2-(4-phenyl-piperazino)-ethyl]-amine; hydrochloride

1-(2-chloro-ethyl)-3-phenyl-4,5-dihydro-[1,2,3]triazolium; chloride

N,N-di(2-chloroethyl)amidophosphoric acid dichloride

Refernces

SYNTHESIS OF 1,3-BIS-(p-ALKOXYBENZOYL)-1-BIS-(2-CHLOROETHYL)AMINOMETHYLBUT-3-ENE HYDROCHLORIDES AND AN EXAMINATION OF THEIR ANTITUMOR AND ANTIBACTERIAL ACTIVITY

10.1007/BF00766679

The research focused on the synthesis and evaluation of the antitumor and antibacterial activity of a series of substituted acrylophenones, specifically 1,3-bis-(p-alkoxybenzoyl)-1-bis-(2-chloroethyl)aminomethylbut-3-ene hydrochlorides (II-IX). The purpose of the study was to investigate the impact of different substituents on the benzene ring of these compounds on their toxicity and antitumor efficacy. The chemicals used in the synthesis process included 1,5-bis-(p-alkoxyphenyl)-1,5-pentanediones (I), bis-(2-chloroethyl)amine hydrochloride, paraformaldehyde, and dioxane as a solvent. The researchers found that the compounds' toxicities varied widely, with some showing high antitumor activity against certain tumor strains, such as sarcoma 45 and Walker's carcinoma, without observable toxic effects. Notably, compound (II), which is unsubstituted in the benzene ring, was the most active. However, none of the compounds showed significant antibacterial activity. The study concluded that the novel acrylophenone derivatives warrant further investigation as potential antitumor drugs.

Synthesis and antitumor activity of novel pyrimidinyl pyrazole derivatives. II. Optimization of the phenylpiperazine moiety of 1-[5-methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-phenylpiperazinyl-1-trans-propenes.

10.1248/cpb.50.453

The study focuses on the synthesis and antitumor activity of novel pyrimidinyl pyrazole derivatives, which were identified as potential antiproliferative agents. These compounds were designed to increase antitumor activity while reducing side effects associated with muscle relaxation and decreased body temperature. The research involved the structural modification of a specific chemical scaffold, particularly the phenylpiperazine moiety, by introducing substituents on the phenyl ring and replacing the phenylpiperazinyl group with piperidinyl groups. The chemicals used in the study included various aniline derivatives, piperazines, and pyrazole derivatives, as well as reagents for synthetic procedures such as bis(2-chloroethyl)amine hydrochloride, p-toluenesulfonic acid, sodium borohydride, and osmium tetraoxide. These chemicals served the purpose of constructing and modifying the target pyrimidinyl pyrazole derivatives to evaluate their in vitro cytotoxic activity against human lung cancer cell lines and their in vivo antitumor activity in murine tumor models. The study aimed to optimize the structure-activity relationship of these derivatives to enhance their efficacy as antitumor agents without causing significant side effects.

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