e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Journal of medicinal chemistry

Carbamate derivatives related to meprobamate

BJ Ludwig, LS Powell, FM Berger

Index: Ludwig,B.J. et al. Journal of Medicinal Chemistry, 1969 , vol. 12, # 3 p. 462 - 472

Full Text: HTML

Citation Number: 30

Abstract

A series of 2-substituted 1, 3-propanediol dicarbamates, related chemically to meprobamate, has been prepared for central riervoiis system pharmacological investigation. The Y- uiisubstitiited propaiiediol dicarbamates were obtained by an ester-exchange reaction bet~ ween the corresponding diol niid nrethan, by phosgenation of the diol followed by amnioiiiatiori of the bis (ch1orocarboriate) derivative, by the reaction of the diol with cyanic ...

phosgene Structure

Carbamic acid 2-(hydroxymethyl)-2,4-dimethylpentyl ester Structure

Carbamic acid 2...

3-aminopropyne Structure

~%

[2,4-dimethyl-2-(prop-2-ynylcarbamoyloxymethyl)pentyl]carbamic acid Structure

[2,4-dimethyl-2...

phosgene Structure

Prenderol Structure

Diethylamine Structure

~%

[2-(diethylcarbamoyloxymethyl)-2-ethylbutyl] N,N-diethylcarbamate Structure

[2-(diethylcarb...

phosgene Structure

2-Methyl-2-propylpropan-1,3-diol Structure

2-Methyl-2-prop...

Diethylamine Structure

~%

Bis(N,N-diethylcarbamic acid)2-methyl-2-propyltrimethylene ester Structure

Bis(N,N-diethyl...

morpholine Structure

2-Methyl-2-propylpropan-1,3-diol Structure

2-Methyl-2-prop...

~%

Di(4-morpholinecarboxylic acid)2-methyl-2-propyltrimethylene ester Structure

Di(4-morpholine...

5-Methyl-5-propyl-1,3-dioxan-2-one Structure

5-Methyl-5-prop...

~%

butyl-[2-methyl-2-(3-methylbutylcarbamoyloxymethyl)pentyl]carbamic acid Structure

butyl-[2-methyl...

3-Methyl-1-butylamine Structure

3-Methyl-1-buty...

~%

butyl-[2-methyl-2-(3-methylbutylcarbamoyloxymethyl)pentyl]carbamic acid Structure

butyl-[2-methyl...

2-Methyl-2-propyl-3-[(3-methyl-butyl)-carbamoyl-oxy]-propanol-(1) Structure

2-Methyl-2-prop...

1-Isocyanatobutane Structure

1-Isocyanatobutane

~%

butyl-[2-methyl-2-(3-methylbutylcarbamoyloxymethyl)pentyl]carbamic acid Structure

butyl-[2-methyl...

1-Isocyanato propane Structure

1-Isocyanato propane

2-Methyl-2-isopropyl-3-carbamoyloxy-propanol-1 Structure

2-Methyl-2-isop...

~%

N-Propylcarbamic acid 2-(carbamoyloxymethyl)-2,3-dimethylbutyl ester Structure

N-Propylcarbami...

5-Methyl-5-propyl-1,3-dioxan-2-one Structure

5-Methyl-5-prop...

methylamine Structure

~%

[2-(hydroxymethyl)-2-methylpentyl] N-methylcarbamate Structure

[2-(hydroxymeth...

phosgene Structure

N/A Structure

Dimethylamine Structure

~%

N,N-Dimethylcarbamic acid 2-(carbamoyloxymethyl)-2,3-dimethylpentyl ester Structure

N,N-Dimethylcar...

phosgene Structure

2-Methyl-2-propylpropan-1,3-diol Structure

2-Methyl-2-prop...

N-methoxymethanamine Structure

N-methoxymethanamine

~%

[3-(methoxymethylcarbamoyloxy)-2,4-dimethylpentyl] N-(methoxymethyl)carbamate Structure

[3-(methoxymeth...

meprobamate Structure

Ethanoic anhydride Structure

Ethanoic anhydride

~%

[2-(acetylcarbamoyloxymethyl)-2-methylpentyl] N-acetylcarbamate Structure

[2-(acetylcarba...

5-Methyl-5-propyl-1,3-dioxan-2-one Structure

5-Methyl-5-prop...

Amylamine Structure

~%

[2-(hydroxymethyl)-2-methylpentyl] N-pentylcarbamate Structure

[2-(hydroxymeth...

meprobamate Structure

Chloral Structure

~%

Bis[N-(2,2,2-trichloro-1-hydroxyethyl)carbamic acid]2-methyl-2-propyltrimethylene ester Structure

Bis[N-(2,2,2-tr...

2-METHYL-2-(1-METHYLPROPYL)-1,3-PROPANEDIOL DICARBAMATE Structure

2-METHYL-2-(1-M...

Ethanoic anhydride Structure

Ethanoic anhydride

~%

[2-(acetylcarbamoyloxymethyl)-2,3-dimethylpentyl] N-acetylcarbamate Structure

[2-(acetylcarba...

phosgene Structure

carbamic acid-(2-ethyl-2-hydroxymethyl-butyl ester) Structure

carbamic acid-(...

n-butylamine Structure

~%

N-Butylcarbamic acid 2-(carbamoyloxymethyl)-2-ethylbutyl ester Structure

N-Butylcarbamic...

phosgene Structure

Carbamic acid 2-butyl-3-hydroxy-2-methylpropyl ester Structure

Carbamic acid 2...

Ethylamine Structure

~%

N-Ethylcarbamic acid 2-(carbamoyloxymethyl)-2-methylhexyl ester Structure

N-Ethylcarbamic...

5-methyl-5-phenyl-[1,3]dioxan-2-one Structure

5-methyl-5-phen...

~%

(3-carbamoyloxy-2-methyl-2-phenylpropyl) N-prop-2-ynylcarbamate Structure

(3-carbamoyloxy...

phosgene Structure

2-Methyl-2-propylpropan-1,3-diol Structure

2-Methyl-2-prop...

methylamine Structure

~%

Bis(N-methylcarbamic acid)2-methyl-2-propyltrimethylene ester Structure

Bis(N-methylcar...