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109-54-6 Usage

Chemical Properties

colorless liquid

Uses

3-Chloro-1-(N,N-dimethyl)propylamine is a genotoxic impurity in drug samples of rizatriptan benzoate. Also, it is the side chain of Chlorpromazine and Amitriptyline.

Check Digit Verification of cas no

The CAS Registry Mumber 109-54-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 9 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 109-54:
(5*1)+(4*0)+(3*9)+(2*5)+(1*4)=46
46 % 10 = 6
So 109-54-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H12ClN.ClH/c1-7(2)5-3-4-6;/h3-5H2,1-2H3;1H

109-54-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Chloro-N,N-dimethylpropan-1-amine

1.2 Other means of identification

Product number -
Other names 3-chloro-N,N-dimethylpropan-1-amine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:109-54-6 SDS

109-54-6Synthetic route

3-(dimethylamino)propyl chloride hydrochloride
5407-04-5

3-(dimethylamino)propyl chloride hydrochloride

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
With sodium hydroxide In water at 45℃; for 2h;91.07%
With triethylamine In diethyl ether at 20℃;83%
With sodium hydroxide In water at 45 - 50℃; for 2h;80%
3-Dimethylamino-1-propanol
3179-63-3

3-Dimethylamino-1-propanol

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
With thionyl chloride for 4h; Reflux;91%
With thionyl chloride In chloroform at 0 - 70℃; for 4h; Inert atmosphere;83%
With thionyl chloride; benzene zuletzt bei Siedetemperatur;
With thionyl chloride
With thionyl chloride In toluene for 2h; Reflux;
N,N-dimethyl-3-phenoxypropan-1-amine
20904-57-8

N,N-dimethyl-3-phenoxypropan-1-amine

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
With hydrogenchloride at 170 - 180℃;
dimethyl amine
124-40-3

dimethyl amine

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
With diethyl ether at 40℃;
With benzene
With Petroleum ether at 40℃;
3-chloro-N,N-dimethylpropionamide
17268-49-4

3-chloro-N,N-dimethylpropionamide

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
With lithium aluminium tetrahydride
N,N-Dimethylazetidinium-chlorid
30340-95-5

N,N-Dimethylazetidinium-chlorid

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
(pyrolysis);
5-chloro-5,7-dihydrodibenzothiepin
110129-11-8

5-chloro-5,7-dihydrodibenzothiepin

A

N,N-dimethyl-3-(9-phenanthrylthio)propylamine

N,N-dimethyl-3-(9-phenanthrylthio)propylamine

B

N,N-dimethyl-3-(9,10-dihydro-9-phenanthrylthio)propylamine
110129-14-1

N,N-dimethyl-3-(9,10-dihydro-9-phenanthrylthio)propylamine

C

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
With magnesium 1) tetrahydrofuran, 2) benzene, 4 h, reflux; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
dimethyl-propyl-amine hydrochloride

dimethyl-propyl-amine hydrochloride

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
With chloroform; chlorine Irradiation.mit Gluehlampenlicht;
With chloroform; phosphorus pentoxide; chlorine Irradiation.mit Gluehlampenlicht;
N,N-dimethylaminopropane
926-63-6

N,N-dimethylaminopropane

chloroform
67-66-3

chloroform

chlorine
7782-50-5

chlorine

A

2-chloro-1-dimethylaminopropane
108-14-5

2-chloro-1-dimethylaminopropane

B

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
bei der Reaktion des Hydrochlorids; mit Gluehlampenlicht.Irradiation;
N,N-dimethylaminopropane
926-63-6

N,N-dimethylaminopropane

chloroform
67-66-3

chloroform

chlorine
7782-50-5

chlorine

phosphorus (V)-oxide

phosphorus (V)-oxide

A

2-chloro-1-dimethylaminopropane
108-14-5

2-chloro-1-dimethylaminopropane

B

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

Conditions
ConditionsYield
bei der Reaktion des Hydrochlorids; mit Gluehlampenlicht.Irradiation;
hydrogenchloride
7647-01-0

hydrogenchloride

N,N-dimethyl-3-phenoxypropan-1-amine
20904-57-8

N,N-dimethyl-3-phenoxypropan-1-amine

A

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
at 170 - 180℃;
5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-one

5-(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-one

A

3-dimethylaminopropyl-5(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-one

3-dimethylaminopropyl-5(3,4-dimethoxyphenyl)-3,6-dihydro-1,3,4-thiadiazin-2-one

B

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

9,10-dihydro-4H-thieno<3,2,b>benzazepine
37968-01-7

9,10-dihydro-4H-thieno<3,2,b>benzazepine

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

[3-(9,10-dihydro-benzo[b]thieno[2,3-f]azepin-4-yl)-propyl]-dimethyl-amine
37968-12-0

[3-(9,10-dihydro-benzo[b]thieno[2,3-f]azepin-4-yl)-propyl]-dimethyl-amine

Conditions
ConditionsYield
With sodium hydride In xylene Heating;100%
2-bromo-4-(2-azidoethyl)phenol

2-bromo-4-(2-azidoethyl)phenol

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

3-(4-(2-azidoethyl)phenoxy)-N,N-dimethylpropan-1-amine

3-(4-(2-azidoethyl)phenoxy)-N,N-dimethylpropan-1-amine

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In acetone for 15h; Reflux;98%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

C20H25NO

C20H25NO

Conditions
ConditionsYield
Stage #1: 3-(Dimethylamino)propyl chloride With iodine; magnesium In diethyl ether; ethylene dibromide at 30 - 35℃; for 9h; Reflux; Large scale;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In diethyl ether; ethylene dibromide at 10 - 35℃; for 1h; Reflux; Large scale;
97.2%
2-chloro-7-nitro-10H-phenothiazine
22799-57-1

2-chloro-7-nitro-10H-phenothiazine

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

2-chloro-7-nitro-10-(3-(dimethylamino)propyl)-10H-phenothiazine hydrochloride

2-chloro-7-nitro-10-(3-(dimethylamino)propyl)-10H-phenothiazine hydrochloride

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene Heating;97%
4-protoadamantanone
27567-85-7

4-protoadamantanone

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

4-[3-(dimethylamino)propyl]-4-tricyclo[4.3.1.0(3,8)]decanol

4-[3-(dimethylamino)propyl]-4-tricyclo[4.3.1.0(3,8)]decanol

Conditions
ConditionsYield
Stage #1: 3-(Dimethylamino)propyl chloride With magnesium In benzene Heating;
Stage #2: 4-protoadamantanone In benzene for 4h; Reflux;
Stage #3: With water; ammonium chloride In benzene Cooling with ice;
97%
2-(5-bromo-2-methoxyphenyl)-2-(4-fluorophenyl)acetonitrile
1507401-82-2

2-(5-bromo-2-methoxyphenyl)-2-(4-fluorophenyl)acetonitrile

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

2-(5-bromo-2-methoxyphenyl)-5-(dimethylamino)-2-(4-fluorophenyl)pentanenitrile
1507401-83-3

2-(5-bromo-2-methoxyphenyl)-5-(dimethylamino)-2-(4-fluorophenyl)pentanenitrile

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; diethyl ether at -44 - 0℃; for 1.5h; Reflux;94%
sodium phenyltelluride
41422-67-7

sodium phenyltelluride

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

C11H17NTe

C11H17NTe

Conditions
ConditionsYield
In methanol; benzene at 20℃; for 15h; Inert atmosphere; Schlenk technique;94%
5-methyl-2-(pyrazin-2-yl)thiazol-4-ol
338409-28-2

5-methyl-2-(pyrazin-2-yl)thiazol-4-ol

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

N,N-dimethyl-3-((5-methyl-2-(pyrazin-2-yl)thiazol-4-yl)oxy)propan-1-amine

N,N-dimethyl-3-((5-methyl-2-(pyrazin-2-yl)thiazol-4-yl)oxy)propan-1-amine

Conditions
ConditionsYield
Stage #1: 5-methyl-2-(pyrazin-2-yl)thiazol-4-ol With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.5h;
Stage #2: 3-(Dimethylamino)propyl chloride With potassium iodide In N,N-dimethyl-formamide at 60℃; for 8h;
94%
1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile
64169-67-1

1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile
59729-33-8

1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile

Conditions
ConditionsYield
Stage #1: 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile; 3-(Dimethylamino)propyl chloride With sodium hydride In 1,3-dimethyl-2-imidazolidinone; toluene at 40 - 50℃; for 0.666667h;
Stage #2: With hydrogenchloride; water at 65 - 70℃; for 3h;
Stage #3: With sodium hydroxide In water; toluene Product distribution / selectivity;
93%
Stage #1: 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile; 3-(Dimethylamino)propyl chloride With sodium hydride In tetrahydrofuran; toluene at 40 - 50℃; for 0.666667h;
Stage #2: With dimethyl sulfoxide at 65 - 70℃; for 3h;
Stage #3: With acetic acid In water; toluene Product distribution / selectivity;
51.6%
With sodium hydride In dimethyl sulfoxide; toluene at 20 - 25℃; for 3h; Product distribution / selectivity;
2,4-dichloro-1-(2-aminophenoxy)benzene
26306-64-9

2,4-dichloro-1-(2-aminophenoxy)benzene

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

N,N-Dimethyl-N'-<2-(2,4-dichlorophenoxy)phenyl>-1,3-propanediamine
89279-19-6

N,N-Dimethyl-N'-<2-(2,4-dichlorophenoxy)phenyl>-1,3-propanediamine

Conditions
ConditionsYield
With sodium amide In benzene92%
(+/-)-trans-5a,6,7,8,9,10,10a,11-octahydrobenzo[e]cyclohepta[b][1,4]thiazine

(+/-)-trans-5a,6,7,8,9,10,10a,11-octahydrobenzo[e]cyclohepta[b][1,4]thiazine

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

(+/-)trans-3-(6,7,8,9,10,10a-hexahydrobenzo[e]cyclohepta[b][1,4]thiazin-11(5aH)-yl)-N,N-dimethylpropan-1-amine

(+/-)trans-3-(6,7,8,9,10,10a-hexahydrobenzo[e]cyclohepta[b][1,4]thiazin-11(5aH)-yl)-N,N-dimethylpropan-1-amine

Conditions
ConditionsYield
Stage #1: (+/-)-trans-5a,6,7,8,9,10,10a,11-octahydrobenzo[e]cyclohepta[b][1,4]thiazine With sodium amide In toluene for 1.5h; Reflux; Inert atmosphere;
Stage #2: 3-(Dimethylamino)propyl chloride In toluene Inert atmosphere;
92%
2-(2,5-dichlorophenoxy)aniline
3169-77-5

2-(2,5-dichlorophenoxy)aniline

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

N,N-Dimethyl-N'-<2-(2,5-dichlorophenoxy)phenyl>-1,3-propanediamine
89279-20-9

N,N-Dimethyl-N'-<2-(2,5-dichlorophenoxy)phenyl>-1,3-propanediamine

Conditions
ConditionsYield
With sodium amide In benzene91%
5-bromo-2,3-dimethyl-1H-indole
4583-55-5

5-bromo-2,3-dimethyl-1H-indole

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

3-(5-bromo-2,3-dimethyl-1H-indol-1-yl)-N,N-dimethylpropan-1-amine

3-(5-bromo-2,3-dimethyl-1H-indol-1-yl)-N,N-dimethylpropan-1-amine

Conditions
ConditionsYield
Stage #1: 5-bromo-2,3-dimethyl-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h;
Stage #2: 3-(Dimethylamino)propyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 50℃;
91%
benzophenone
119-61-9

benzophenone

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

DHP-361
791-37-7

DHP-361

Conditions
ConditionsYield
Stage #1: benzophenone With 1,2-diphenyl-1,2-disodiumethane In tetrahydrofuran at 0℃; Inert atmosphere;
Stage #2: 3-(Dimethylamino)propyl chloride In tetrahydrofuran; diethyl ether at 0℃; Inert atmosphere;
Stage #3: With water In tetrahydrofuran; diethyl ether at 0℃; Inert atmosphere;
90%
Stage #1: 3-(Dimethylamino)propyl chloride With iodine; magnesium In tetrahydrofuran Heating;
Stage #2: benzophenone In tetrahydrofuran at 0 - 20℃; Grignard reaction; Further stages.;
61%
With iodine; magnesium In tetrahydrofuran61%
(i) Mg, EtBr, (ii) /BRN= 1238185/; Multistep reaction;
With 1,1-Dibromoethane; ammonium chloride; magnesium 1) THF, reflux, 15 min; 2) THF, reflux, 1 h; 3) overnight, CH2Cl2; Yield given. Multistep reaction;
3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

3β-mercapto-14β-hydroxy-5β-card-20(22)-enolide
156400-55-4

3β-mercapto-14β-hydroxy-5β-card-20(22)-enolide

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(3-Dimethylamino-propylsulfanyl)-14-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one

4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(3-Dimethylamino-propylsulfanyl)-14-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-5H-furan-2-one

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Alkylation;90%
3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

5-tert-Butyl-1-phenyl-1H-pyrazole-4-carbaldehyde
193747-17-0

5-tert-Butyl-1-phenyl-1H-pyrazole-4-carbaldehyde

1-(5-tert-butyl-1-phenyl-1H-pyrazol-4-yl)-4-dimethylamino-butan-1-ol

1-(5-tert-butyl-1-phenyl-1H-pyrazol-4-yl)-4-dimethylamino-butan-1-ol

Conditions
ConditionsYield
Stage #1: 3-(Dimethylamino)propyl chloride With magnesium In tetrahydrofuran Metallation;
Stage #2: 5-tert-Butyl-1-phenyl-1H-pyrazole-4-carbaldehyde In tetrahydrofuran Grignard reaction; Heating;
90%
3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

2-propenamide
79-06-1

2-propenamide

2-methyl-acrylic acid 3-dimethylamino-propyl amide
5205-93-6

2-methyl-acrylic acid 3-dimethylamino-propyl amide

Conditions
ConditionsYield
Stage #1: 2-propenamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 60℃; for 1h;
Stage #2: 3-(Dimethylamino)propyl chloride In N,N-dimethyl-formamide; mineral oil at 80℃; for 4h;
90%
11H-Dibenz-1,4-oxathiepin
82386-95-6

11H-Dibenz-1,4-oxathiepin

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

11-(3-Dimethylaminopropyl)-11H-dibenz-1,4-oxathiepin
82387-04-0

11-(3-Dimethylaminopropyl)-11H-dibenz-1,4-oxathiepin

Conditions
ConditionsYield
With n-butyllithium In hexane89%
C11H12N2O3

C11H12N2O3

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

C15H20N2O

C15H20N2O

Conditions
ConditionsYield
Stage #1: 3-(Dimethylamino)propyl chloride With magnesium In tetrahydrofuran; ethylene dibromide; toluene for 5h;
Stage #2: C11H12N2O3 In tetrahydrofuran; ethylene dibromide; toluene at 50℃; for 12h; Temperature;
88.8%
3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

10H-pyrido<4,3-b><1,4>benzothiazine
261-92-7

10H-pyrido<4,3-b><1,4>benzothiazine

(3-benzo[b]pyrido[3,4-e][1,4]thiazin-10-yl-propyl)-dimethyl-amine
94037-18-0

(3-benzo[b]pyrido[3,4-e][1,4]thiazin-10-yl-propyl)-dimethyl-amine

Conditions
ConditionsYield
With sodium hydride In 1,4-dioxane; toluene Heating; 1.) 2 h;;88%
With sodium amide
2-(o-Chlorophenoxy)-5-chloroaniline
56966-48-4

2-(o-Chlorophenoxy)-5-chloroaniline

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

N,N-Dimethyl-N'-<2-(o-chlorophenoxy)-5-chlorophenyl>-1,3-propanediamine
89279-18-5

N,N-Dimethyl-N'-<2-(o-chlorophenoxy)-5-chlorophenyl>-1,3-propanediamine

Conditions
ConditionsYield
With sodium amide In benzene87%
2,2-dimethyl-5-nitro-2,3-dihydro-benzofuran-7-ol
113194-07-3

2,2-dimethyl-5-nitro-2,3-dihydro-benzofuran-7-ol

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

2,2-dimethyl-5-nitro-7-(3-dimethylamino-propoxy)-2,3-dihydro-benzofuran
1089187-65-4

2,2-dimethyl-5-nitro-7-(3-dimethylamino-propoxy)-2,3-dihydro-benzofuran

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; xylene at 20 - 110℃; for 0.666667h; Product distribution / selectivity;87%
N-(4-methoxy-2-nitrophenyl)benzenesulfonamide
5464-08-4

N-(4-methoxy-2-nitrophenyl)benzenesulfonamide

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

N-[4-methoxy-2-nitrophenyl]-N-[3-(dimethylamino)propyl]benzenesulfonamide

N-[4-methoxy-2-nitrophenyl]-N-[3-(dimethylamino)propyl]benzenesulfonamide

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 130℃; for 0.166667h;87%
5,5-dimethyl-3-(E)-[(2'-chloro-phenyl)-vinyl]-2-cyclohexene-1-one-(E)-oxime

5,5-dimethyl-3-(E)-[(2'-chloro-phenyl)-vinyl]-2-cyclohexene-1-one-(E)-oxime

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

5,5-Dimethyl-3-(E)-[(2'-chloro-phenyl)-vinyl]-1-(E)-(3

5,5-Dimethyl-3-(E)-[(2'-chloro-phenyl)-vinyl]-1-(E)-(3"-dimethylamino-propoxyimino)-2-cyclohexene

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide; dimethyl sulfoxide In water86.7%
des-N-methylnoracronycine
82354-35-6

des-N-methylnoracronycine

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

6-O-(3-N,N-dimethylaminopropyl)glyfoline hydrochloride

6-O-(3-N,N-dimethylaminopropyl)glyfoline hydrochloride

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;86%
N-(5-hydroxy-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide
1616475-42-3

N-(5-hydroxy-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide
1616475-44-5

N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

Conditions
ConditionsYield
With caesium carbonate In acetonitrile for 6h; Inert atmosphere; Reflux;86%
With caesium carbonate In acetonitrile for 6h; Reflux; Inert atmosphere;86%
3-iodocarbazole
16807-13-9

3-iodocarbazole

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

C17H19IN2

C17H19IN2

Conditions
ConditionsYield
Stage #1: 3-iodocarbazole With sodium hydride In tetrahydrofuran at 20℃; for 2h; Cooling with ice; Inert atmosphere;
Stage #2: 3-(Dimethylamino)propyl chloride In tetrahydrofuran; dichloromethane for 12h; Reflux;
86%
harmane
486-84-0

harmane

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

9-(3-dimethylamino-propyl)-1-methyl-9H-β-carboline

9-(3-dimethylamino-propyl)-1-methyl-9H-β-carboline

Conditions
ConditionsYield
With potassium hydroxide; 18-crown-6 ether; potassium carbonate In toluene for 2h; Heating;85%
With xylene

109-54-6Relevant articles and documents

Quinolinonyl Non-Diketo Acid Derivatives as Inhibitors of HIV-1 Ribonuclease H and Polymerase Functions of Reverse Transcriptase

Messore, Antonella,Corona, Angela,Madia, Valentina Noemi,Saccoliti, Francesco,Tudino, Valeria,De Leo, Alessandro,Ialongo, Davide,Scipione, Luigi,De Vita, Daniela,Amendola, Giorgio,Novellino, Ettore,Cosconati, Sandro,Métifiot, Mathieu,Andreola, Marie-Line,Esposito, Francesca,Grandi, Nicole,Tramontano, Enzo,Costi, Roberta,Di Santo, Roberto

, p. 8579 - 8598 (2021/06/30)

Novel anti-HIV agents are still needed to overcome resistance issues, in particular inhibitors acting against novel viral targets. The ribonuclease H (RNase H) function of the reverse transcriptase (RT) represents a validated and promising target, and no inhibitor has reached the clinical pipeline yet. Here, we present rationally designed non-diketo acid selective RNase H inhibitors (RHIs) based on the quinolinone scaffold starting from former dual integrase (IN)/RNase H quinolinonyl diketo acids. Several derivatives were synthesized and tested against RNase H and viral replication and found active at micromolar concentrations. Docking studies within the RNase H catalytic site, coupled with site-directed mutagenesis, and Mg2+titration experiments demonstrated that our compounds coordinate the Mg2+cofactor and interact with amino acids of the RNase H domain that are highly conserved among na?ve and treatment-experienced patients. In general, the new inhibitors influenced also the polymerase activity of RT but were selective against RNase H vs the IN enzyme.

Discovery of novel TNNI3K inhibitor suppresses pyroptosis and apoptosis in murine myocardial infarction injury

Bi, Zhiang,Chai, Jinlong,He, Gu,Pang, Haiying,Wang, Ning,Wang, Xiaoyun,Wu, Wenbin,Zhang, Yuehua

supporting information, (2020/04/27)

Myocardial infarction (MI) injury is a highly lethal syndrome that has, until recently, suffered from a lack of clinically efficient targeted therapeutics. The cardiac troponin I interacting kinase (TNNI3K) exacerbates ischemia-reperfusion (IR) injury via oxidative stress, thereby promoting cardiomyocyte death. In this current study, we designed and synthesized 35 novel TNNI3K inhibitors with a pyrido[4,5]thieno[2,3-d] pyrimidine scaffold. In vitro results indicated that some of the inhibitors exhibited sub-micromolar TNNI3K inhibitory capacity and good kinase selectivity, as well as cytoprotective activity, in an oxygen-glucose deprivation (OGD) injury cardiomyocyte model. Furthermore, investigation of the mechanism of the representative derivative compound 6o suggested it suppresses pyroptosis and apoptosis in cardiomyocytes by interfering with p38MAPK activation, which was further confirmed in a murine myocardial infarction injury model. In vivo results indicate that compound 6o can markedly reduce myocardial infarction size and alleviate cardiac tissue damage in rats. In brief, our results provide the basis for further development of novel TNNI3K inhibitors for targeted MI therapy.

Preparation method of N-dimethylaminopropyl(meth)acrylamide

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Paragraph 0046-0047, (2019/12/02)

The invention discloses a preparation method of N-dimethylaminopropyl(meth)acrylamide. The preparation method comprises the following steps: firstly, carrying out alcohol derivatization on 3-dimethylamino-1-propanol; reacting the derivatization product with (meth)acrylamide in the presence of an organic solvent and an alkali to obtain the N-dimethylaminopropyl(meth)acrylamide. Compared with a conventional preparation method adopted in the market, the preparation method disclosed by the invention has the advantages that the reaction conditions are mild, the operation is simple and convenient, the control is easy, the preparation cost is relatively low, and the commercial value is relatively high.

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