6276-54-6

Usage

Uses

Used in Chemical Treatment Industry:
1-Amino-3-chloropropane hydrochloride is used as a chemical treatment agent for carbon-enriched fly ash concentrates. It helps to improve the properties of fly ash and enhance its utilization in various applications.
Used in Polymer Synthesis:
1-Amino-3-chloropropane hydrochloride is used as a monomer in the synthesis of linear, star, and comb-like polyacrylamides by atomic transfer radical polymerization. This process allows for the creation of polymers with specific structures and properties, which can be tailored for various applications.
Used in Polymer Synthesis Industry:
1-Amino-3-chloropropane hydrochloride is used as a monomer in the synthesis of halogen-functionalized aliphatic polyketones (macroinitiators). These macroinitiators can be used to initiate the polymerization of other monomers, leading to the formation of polymers with specific functional groups and properties.

InChI:InChI=1/C3H8ClN/c4-2-1-3-5/h1-3,5H2/p+1

Synthetic route

propan-1-ol-3-amine (156-87-6) → 3-chloropropylamine hydrochloride (6276-54-6)

Conditions	Yield
With thionyl chloride In chloroform at 0℃; Reflux;	93%
With thionyl chloride In chloroform at 0 - 20℃; for 3h; Reflux;	93%
With thionyl chloride In chloroform at 0 - 20℃;

3-hydroxypropylamine hydrochloride → 3-chloropropylamine hydrochloride (6276-54-6)

Conditions	Yield
With thionyl chloride at 25℃; for 1h;	83%

di-tert-butyl dicarbonate (24424-99-5) + 3-chloropropylamine hydrochloride (6276-54-6) → tert-butyl N-(3-chloropropyl)carbamate (116861-31-5)

Conditions	Yield
With sodium hydrogencarbonate; sodium chloride In chloroform; water for 1.5h; Heating;	100%
With triethylamine In dichloromethane at 0 - 25℃; for 21h;	100%
With triethylamine In chloroform Acylation;	95%

3-chloropropylamine hydrochloride (6276-54-6) → 3-azidopropylamine (88192-19-2)

Conditions	Yield
With sodium azide In water at 80℃; for 15h;	100%
With sodium azide In water at 80℃; for 15h;	100%
With sodium azide In water at 80℃; for 15h;	99%

3-chloropropylamine hydrochloride (6276-54-6) + benzaldehyde (100-52-7) → benzylidene-(3-chloro-1-propylamine) (1026774-25-3)

Conditions	Yield
With triethylamine In chloroform at 20℃; for 16h;	100%
With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 1h;	83%
With magnesium sulfate; triethylamine In dichloromethane for 12h;

3-chloropropylamine hydrochloride (6276-54-6) + 4-methoxy-benzaldehyde (123-11-5) → 4-methoxybenzylidene-(3-chloro-1-propylamine)

Conditions	Yield
Stage #1: 3-chloropropylamine hydrochloride With triethylamine In chloroform at 20℃; for 0.0833333h; Stage #2: 4-methoxy-benzaldehyde With magnesium sulfate In chloroform at 20℃; for 16h;	100%
With triethylamine In chloroform at 20℃; for 16h;	100%
With magnesium sulfate; triethylamine In dichloromethane for 12h;

sulfuryl dichloride (7791-25-5) + 3-chloropropylamine hydrochloride (6276-54-6) → (3-chloropropyl)sulfamyl chloride (42065-72-5)

Conditions	Yield
In acetonitrile at 0 - 85℃;	100%

3-chloropropylamine hydrochloride (6276-54-6) → (3-chloropropyl)sulfamyl chloride (42065-72-5)

Conditions	Yield
With sulfuryl dichloride In acetonitrile at 0 - 85℃;	100%
With sulfuryl dichloride In acetonitrile at 85℃; Cooling with ice;	100%
With sulfuryl dichloride In acetonitrile at 85℃; Cooling with ice;	100%

3-chloropropylamine hydrochloride (6276-54-6) + benzyl chloroformate (501-53-1) → 1-[(benzyloxycarbonyl)amino]-3-chloropropane (53602-19-0)

Conditions	Yield
With sodium hydroxide In water at 0 - 25℃; for 24h;	100%
With sodium hydroxide In water at 0℃; for 12h; Inert atmosphere;	90%
Stage #1: 3-chloropropylamine hydrochloride With sodium hydroxide In water at 0℃; for 0.25h; Schlenk technique; Stage #2: benzyl chloroformate In water at 0℃; for 12h;	2.48 g

C82H125CoN15O15P + 3-chloropropylamine hydrochloride (6276-54-6) → C84H133CoN15O15P

Conditions	Yield
Stage #1: C82H125CoN15O15P With ammonium bromide; zinc In ethanol for 0.333333h; Inert atmosphere; Stage #2: 3-chloropropylamine hydrochloride In ethyl [2]alcohol for 3h; Inert atmosphere;	100%

3-chloropropylamine hydrochloride (6276-54-6) + 3,4-dimethoxy-benzaldehyde (120-14-9) → 3,4-dimethoxybenzylidene-(3-chloro-1-propylamine)

Conditions	Yield
With magnesium sulfate; triethylamine In chloroform at 20℃;	99%

3-chloropropylamine hydrochloride (6276-54-6) + phenyl isothiocyanate (103-72-0) → phenyl(1,3-thiazan-2-yliden)amine (66268-31-3, 133524-17-1, 3420-40-4, 864524-22-1)

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 4h;	99%

3-chloropropylamine hydrochloride (6276-54-6) + p-nitrophenyl isothiocyanate (2131-61-5) → (4-nitrophenyl)(1,3-thiazan-2-yliden)amine

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 4h;	99%

3-chloropropylamine hydrochloride (6276-54-6) + ortho-anisaldehyde (135-02-4) → 2-methoxybenzylidene-(3-chloro-1-propylamine)

Conditions	Yield
Stage #1: 3-chloropropylamine hydrochloride With triethylamine In chloroform at 20℃; for 0.0833333h; Stage #2: ortho-anisaldehyde With magnesium sulfate In chloroform at 20℃; for 16h;	99%

methyl o-formylbenzoate (4122-56-9) + 3-chloropropylamine hydrochloride (6276-54-6) → methyl 2-[(3-chloropropylimino)methyl]benzoate (1377966-35-2)

Conditions	Yield
With magnesium sulfate; triethylamine In chloroform at 20℃; for 2h;	99%

3-chloropropylamine hydrochloride (6276-54-6) + 3-Chloropropyltrimethoxysilan (2530-87-2) → C9H22ClNO3Si

Conditions	Yield
Stage #1: 3-chloropropylamine hydrochloride With sodium hydroxide In water for 2h; Cooling with ice; Stage #2: 3-Chloropropyltrimethoxysilan In toluene at 100℃; for 24h; Inert atmosphere;	99%

3-chloropropylamine hydrochloride (6276-54-6) + 3-chloropropylmethyldimethoxysilane (18171-19-2) → C9H22ClNO2Si

Conditions	Yield
Stage #1: 3-chloropropylamine hydrochloride With ammonium hydroxide for 2.5h; Cooling with ice; Stage #2: 3-chloropropylmethyldimethoxysilane In dimethyl sulfoxide at 120℃; for 12h; Inert atmosphere;	99%

chloropropyl(dimethyl)ethoxysilane (13508-63-9) + 3-chloropropylamine hydrochloride (6276-54-6) → C10H24ClNOSi

Conditions	Yield
Stage #1: 3-chloropropylamine hydrochloride With potassium carbonate for 2h; Cooling with ice; Stage #2: chloropropyl(dimethyl)ethoxysilane In N,N-dimethyl-formamide at 110℃; for 24h; Inert atmosphere;	99%

(3-chloropropyl)triethoxysilane (5089-70-3) + 3-chloropropylamine hydrochloride (6276-54-6) → C12H28ClNO3Si

Conditions	Yield
Stage #1: 3-chloropropylamine hydrochloride With potassium hydroxide for 1h; Cooling with ice; Stage #2: (3-chloropropyl)triethoxysilane In N,N-dimethyl-formamide at 110℃; for 24h; Inert atmosphere;	99%

N2-atmosphere + 3-chloropropylamine hydrochloride (6276-54-6) + p-Chlorothiophenol (106-54-7) → N-[3-[(4-Chlorophenyl)thio]propyl]amine hydrochloride (78540-43-9)

Conditions	Yield
With sodium ethanolate In ethanol; water	98%

tert-butyldicarbonate (34619-03-9) + 3-chloropropylamine hydrochloride (6276-54-6) → tert-butyl N-(3-chloropropyl)carbamate (116861-31-5)

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	98%
With triethylamine In chloroform at 20℃;	95%

3-chloropropylamine hydrochloride (6276-54-6) + acrylonitrile (107-13-1) → 3-(3-chloro-propylamino)-propionitrile

Conditions	Yield
With sodium In ethanol at 25℃; for 8h;	97%

3-chloropropylamine hydrochloride (6276-54-6) + 3-methoxy-benzaldehyde (591-31-1) → 3-methoxybenzylidene-(3-chloro-1-propylamine)

Conditions	Yield
Stage #1: 3-chloropropylamine hydrochloride With triethylamine In chloroform at 20℃; for 0.0833333h; Stage #2: 3-methoxy-benzaldehyde With magnesium sulfate In chloroform at 20℃; for 16h;	97%
With magnesium sulfate; triethylamine In dichloromethane for 12h;

4,4'-dimethoxytrityl chloride (40615-36-9) + 3-chloropropylamine hydrochloride (6276-54-6) → 3-chloro-N-4,4'-dimethoxytritylpropanamine (153652-94-9)

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 3h;	96%

Benzophenone oxime (574-66-3) + 3-chloropropylamine hydrochloride (6276-54-6) → O-(3-aminopropyl)benzophenone oxime

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 3h; Alkylation;	96%

1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylic acid (865998-76-1) + 3-chloropropylamine hydrochloride (6276-54-6) → N-(3-chloropropyl)-1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxamide

Conditions	Yield
Stage #1: 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylic acid With dmap; HATU In DMF (N,N-dimethyl-formamide) at 20℃; for 0.25h; Stage #2: 3-chloropropylamine hydrochloride With triethylamine In DMF (N,N-dimethyl-formamide)	96%

3-chloropropylamine hydrochloride (6276-54-6) + methyl 4-formylbenzoate (1571-08-0) → 4-methoxycarbonylbenzylidene-(3-chloro-1-propylamine)

Conditions	Yield
With triethylamine In chloroform at 20℃; for 16h;	95%

[CpFe(CO)(CN(CH2)3PPh2)]I (164356-70-1) + 3-chloropropylamine hydrochloride (6276-54-6) → [CpFe(CO)(C(NH(CH2)3Cl)NH(CH2)3PPh2)]I

Conditions	Yield
With NaOCH2CH3 In ethanol; dichloromethane byproducts: NaCl; (inert atm.); addn. of ethanolic soln. of sodium ethylate to soln. of amine hydrochloride deriv. at room temp., stirring for 10 min, filtration,addn. to CH2Cl2 soln. of iron compd. at room temp., stirring overnight; concg., addn. of diethyl ether, filtration, washing with pentane, dryingin vac., elem. anal.;	95%

C18H11ClN2O2 + 3-chloropropylamine hydrochloride (6276-54-6) → N-(3‑chloropropyl)-1-(2-chlorophenyl)-9H-β-carboline-3‑carboxamide

Conditions	Yield
With triethylamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In tetrahydrofuran; methanol at 20℃;	95%

3-chloropropylamine hydrochloride (6276-54-6) + isobutyraldehyde (78-84-2) → N-(2-methyl-1-propylidene)-3-chloropropylamine

Conditions	Yield
With magnesium sulfate; triethylamine In dichloromethane for 1h; Ambient temperature;	94%

pyridine-4-carbaldehyde (872-85-5) + 3-chloropropylamine hydrochloride (6276-54-6) → (3-Chloro-propyl)-[1-pyridin-4-yl-meth-(E)-ylidene]-amine

Conditions	Yield
With potassium carbonate In dichloromethane; water for 0.666667h;	94%

3-chloropropylamine hydrochloride (6276-54-6) + 4-bromophenyl isoselenocyanate (147695-56-5) → (4-bromophenyl)(1,3-selenazan-2-yliden)amine

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 4h;	94%

Upstream product

• 156-87-6 propan-1-ol-3-amine 
• 14302-46-6 3-hydroxypropylamine hydrochloride 

Downstream Products

• 23909-16-2 3-benzylmercaptopropylamine 
• 2799-72-6 3-Chloropropyl isothiocyanate 
• 462-47-5 mercapto-3 propylamine 
• 13286-24-3 S-(3-aminopropyl)thiosulfuric acid 
• 34974-00-0 2-(4-Aminobutyl)pyridine 
• 153652-94-9 3-chloro-N-4,4'-dimethoxytritylpropanamine 
• 88192-19-2 3-azidopropylamine 
• 18295-52-8 1-aza-1,3-butadiene 
• 153652-93-8 3-chloro-N-tritylpropanamine 
• 78540-43-9 N-[3-[(4-Chlorophenyl)thio]propyl]amine hydrochloride 
• 96841-76-8 2-mesityl-5,6-dihydro oxazine 
• 166830-87-1 3-(phenyltelluryl)propane-1-amine 
• 166830-96-2 3-aminopropyl(p-methoxyphenyl)telluride 
• 125424-56-8 3-(phenylseleno)propylamine 

Relevant academic research and scientific papers

A Cell-Targeted Non-Cytotoxic Fluorescent Nanogel Thermometer Created with an Imidazolium-Containing Cationic Radical Initiator

A cationic fluorescent nanogel thermometer based on thermo-responsive N-isopropylacrylamide and environment-sensitive benzothiadiazole was developed with a new azo compound bearing imidazolium rings as the first cationic radical initiator. This cationic fluorescent nanogel thermometer showed an excellent ability to enter live mammalian cells in a short incubation period (10 min), a high sensitivity to temperature variations in live cells (temperature resolution of 0.02–0.84 °C in the range 20–40 °C), and remarkable non-cytotoxicity, which permitted ordinary cell proliferation and even differentiation of primary cultured cells.

USE OF CSE INHIBITORS FOR THE TREATMENT OF CUTANEOUS INJURIES OR CONDITIONS AND SLEEP-RELATED BREATHING DISORDERS

no abstract published

CYSTATHIONINE-Υ-LYASE (CSE) INHIBITORS

Described herein are compounds and pharmaceutical compositions containing such compounds which inhibit cystathionine -γ-lyase (CSE). Also described herein are methods for using such CSE inhibitors, alone or in combination with other compounds, for treating diseases or conditions that would benefit from CSE inhibition.

Synthesis of 13C-dilabeled 4-coumaroylspermidines

Five 13C-dilabeled constitution isomers of 4-coumaroylspermidines were prepared in nine to eleven steps: N1,4-di[(E)-4-coumaroyl]-(5,8- 13C2)spermidine (13b), N1-[(E)-4-coumaroyl]-(5,8-13C2)spermidine (17b), N1,8-di[(E)-4-coumaroyl]-(1,4-13C2)spermidine (20b), N4-[(E)-4- coumaroyl]-(1,4-13C2)spermidine (24b) and N1,4,8-tri[(E)-4-coumaroyl]- (5,8-13C2)spermidine (26). The two 13C-atoms were subsequently introduced using labeled potassium cyanide. The synthesis proceeds through stepwise construction of the polyamine backbone including protection and deprotection steps of the amino functions. Based on 1H-1H NOE interactions, the preliminary study of their binding reveals that 20b binds to tRNA in the same way as spermidine does, whereas 24b and 26 do not show any NOE effects with the tRNA protons.