114118-70-6

Basic information

• Product Name: 2(Z)-Butene-1,4-diamine,dihydrochloride
• Synonyms: 2(Z)-Butene-1,4-diamine,dihydrochloride;Cis-2-Butene-1,4-diamine dihydrochloride
• CAS NO: 114118-70-6
• Molecular Formula: C₄H₁₀N₂*2ClH
• Molecular Weight: 159
• Mol File: 114118-70-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2(Z)-Butene-1,4-diamine,dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2(Z)-Butene-1,4-diamine,dihydrochloride(114118-70-6)
• EPA Substance Registry System: 2(Z)-Butene-1,4-diamine,dihydrochloride(114118-70-6)

Safety Data

• Hazardous Substances Data: 114118-70-6(Hazardous Substances Data)

Usage

Description

2(Z)-Butene-1,4-diamine,dihydrochloride is a colorless crystalline solid that consists of two primary amine groups separated by a butene backbone, with two hydrogen chloride molecules added to form the dihydrochloride salt. It is soluble in water and polar organic solvents and has various industrial and pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
2(Z)-Butene-1,4-diamine,dihydrochloride is used as a building block for the synthesis of pharmaceuticals, including potential antitumor agents, due to its chemical structure and reactivity.
Used in Polymer Industry:
2(Z)-Butene-1,4-diamine,dihydrochloride is used as a monomer or intermediate in the synthesis of polymers, contributing to the development of new materials with specific properties.
Used in Agrochemical Industry:
2(Z)-Butene-1,4-diamine,dihydrochloride is used as a precursor in the production of agrochemicals, such as pesticides and herbicides, due to its potential to form active ingredients.
It is important to handle 2(Z)-Butene-1,4-diamine,dihydrochloride with caution, as it may be harmful if ingested or inhaled, and it can cause irritation to the skin and eyes.

Upstream product

• 6117-80-2 1,4-butenediol 

Downstream Products

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• 68285-26-7 (S)-α-(o-chlorophenyl)ethylamine 
• 140632-12-8 (S)-2'-bromo-α-methylbenzylamine 
• 1217453-91-2 C₈H₉F₂N 
• 176707-77-0 (R)-N-[1-(3-bromophenyl)ethyl] acetamide 
• 105615-45-0 [(1R)-1-(2-methylphenyl)ethyl]amine 
• 27854-90-6 (R)-1-(pyridin-2-yl)ethanamine 
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• 788123-23-9 (S)‐4‐fluoro‐α‐methylphenethylamine 
• 4187-57-9 (S)-1-methyl-3-phenylpropylamine 

Relevant articles and documents

(Z)-1,4-diamino-2-butene as a vector of boron, fluorine, or iodine for cancer therapy and imaging: synthesis and biological evaluation.

Polyamine vectors are attractive for tumor targeting. We envisaged (Z)-1,4-diamino-2-butene (Z-DAB), an unsaturated analogue of putrescine as vector of (10)B, (18)F and (131)I for boron neutron capture therapy (BNCT), and tumor imaging by positron emission tomography or scintigraphy respectively. In the present work, the synthesis and characterization of new derivatives of Z-DAB were reported. Z-DAB was actively transported in cells via the polyamine transport system and converted into the spermidine analogue.(E)-2-iodo-1,4-diamino-2-butene (E-I-DAB) was not taken up by the polyamine transport system and may not be suitable for tumor imaging. In contrast, (Z)-2-[4-(5,5-dimethyl-dioxaborinan-2-yl)phenyl]methyl-1,4-diamino-2-butene (Z-4-Bbz-DAB) was a substrate of the transport system and allowed significant boron accumulation in 3LL cells. Its potential in BNCT will be evaluated.

Fungicidal Activity of the Synthetic Putrescine Analogue, (E)-1,4-Diaminobut-2-ene, and Derivatives

The putrescine analogue, (E)-1,4-diaminobut-2-ene (E-BED), synthesized as the dihydrochloride salt, controlled five economically important crop pathogens, Erysiphe graminis DC f.sp. hordei Marchal, Uromyces viciae-fabae (Pers.) Schroet, Botrytis fabae Sardina, Podosphaera leucotricha (Ell. & Ev.) Salm. and Phytophthora infestans (Mont) De Bary. The Z-isomer, Z-BED, was also fungicidal, although less so than E-BED. Post-inoculation treatment with E-BED gave greater control of powdery mildew infection on barley and rust and chocolate spot on broad bean than did pre-inoculation application. It was also effective in vitro against Botrytis cinerea Pers. ex Fr., Pyricularia oxyzae Br. & Cav. and Pyrenophora avenae Ito & Karibay. When P. avenae was grown in the presence of E-BED dihydrochloride at 81.5 mg litre-1, growth was reduced by 58 percent and there were significant reductions in soluble ornithine decarboxylase (ODC) and S-adenosylmethionine decarboxylase (AdoMetDC) activity. These changes were accompanied by a sevenfold increase in putrescine concentration, a 60 percent increase in spermine concentration and a 32 percent reduction in spermidine concentration within the fungal tissue.