Baclofen supplier | CasNO.1134-47-0

Name
Baclofen
EINECS 214-486-9
CAS No. 1134-47-0
Article Data16
CAS DataBase
Density 1.285 g/cm³
Solubility 1 M HCl: 50 mg/mL
Melting Point 208-210 ºC
Formula C₁₀H₁₂ClNO₂
Boiling Point 364.3 ºC at 760 mmHg
Molecular Weight 213.664
Flash Point 174.1 ºC
Transport Information UN 2811 6.1/PG 3
Appearance white to very faintly yellow solid
Safety 53-22-36/37/39-45-52-26
Risk Codes 61-25-36/37/38-42/43-20/21/22
Molecular Structure
Hazard Symbols T,Xn
Synonyms Hydrocinnamicacid, b-(aminomethyl)-p-chloro- (7CI,8CI);4-Amino-3-(4-chlorophenyl)butanoic acid;4-Amino-3-(4-chlorophenyl)butyricacid;4-Amino-3-(p-chlorophenyl)butyric acid;Ba 34647;Baclon;C34647Ba;CIBA Ba 34647;DL-4-Amino-3-p-chlorophenylbutanoic acid;DL-Baclofen;Lioresal;b-(4-Chlorophenyl)-g-aminobutyric acid;b-(Aminomethyl)-p-chlorohydrocinnamicacid;b-(p-Chlorophenyl)-g-aminobutyric acid;
PSA 63.32000
LogP 2.55730

Synthetic route

: 3-(4-chlorophenyl)-4-(1,3-dioxoisoindolin-2-yl)-N-(quinolin-8-yl)butanamide

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With hydrogenchloride In water at 130℃; for 24h; Sealed tube;	97%

: 3-(4-chlorophenyl)-4-((((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)carbonyl)amino)butanoic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With sodium L-ascorbate; fluorescein free acid In aq. phosphate buffer for 0.5h; pH=7.4; Irradiation;	87%

: 22518-27-0
4-(4-chlorophenyl)pyrrolidin-2-one

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; water In water for 16h; Reflux;	81%
With hydrogenchloride for 2h; Heating;	54%

: 1141-23-7
3-(p-chlorophenyl)glutaramic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With sodium sulfamate; sodium hypobromide at -5 - 55℃; for 2.16667h;	79.4%

: (E)-3-(4-chlorophenyl)-3-cyanoacrylic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With ammonia; hydrogen In water at 25 - 30℃; for 6h;	70%

: 927207-26-9
ethyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-(4-chlorophenyl)butanoate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; hydrazine hydrate In ethanol Heating;	58%

: Baclofen hydrochloride

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With ammonium hydroxide In methanol at 60℃; for 2h; pH=6.9 - 7;	41%

: 21133-98-2
ethyl 3-(4-chlorophenyl)-3-hydroxybutanoate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 1.) p-toluenesulfonic acid, 2.) 10percent NaOH / 1.) toluene, reflux, 3 h, 2.) reflux, 2 h 2: 37 percent / 1.) N-bromosuccinimide, 2.) NH3 / 1.) CCl4, reflux, 48 h, 2.) THF, 3 h 3: 16 percent / NH3 / tetrahydrofuran / 3 h 4: 65 percent / 1 M NH4OH / 1 h / 70 °C 5: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 6: 54 percent / 6 M HCl / 2 h / Heating View Scheme
Multi-step reaction with 6 steps 1: 1.) p-toluenesulfonic acid, 2.) 10percent NaOH / 1.) toluene, reflux, 3 h, 2.) reflux, 2 h 2: 37 percent / N-bromosuccinimide / CCl4 / 48 h / Heating 3: 16 percent / NH3 / tetrahydrofuran / 3 h 4: 65 percent / 1 M NH4OH / 1 h / 70 °C 5: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 6: 54 percent / 6 M HCl / 2 h / Heating View Scheme

Yield

Multi-step reaction with 6 steps
1: 1.) p-toluenesulfonic acid, 2.) 10percent NaOH / 1.) toluene, reflux, 3 h, 2.) reflux, 2 h
2: 37 percent / 1.) N-bromosuccinimide, 2.) NH3 / 1.) CCl4, reflux, 48 h, 2.) THF, 3 h
3: 16 percent / NH3 / tetrahydrofuran / 3 h
4: 65 percent / 1 M NH4OH / 1 h / 70 °C
5: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature
6: 54 percent / 6 M HCl / 2 h / Heating
View Scheme

Multi-step reaction with 6 steps
1: 1.) p-toluenesulfonic acid, 2.) 10percent NaOH / 1.) toluene, reflux, 3 h, 2.) reflux, 2 h
2: 37 percent / N-bromosuccinimide / CCl4 / 48 h / Heating
3: 16 percent / NH3 / tetrahydrofuran / 3 h
4: 65 percent / 1 M NH4OH / 1 h / 70 °C
5: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature
6: 54 percent / 6 M HCl / 2 h / Heating
View Scheme

: 81187-89-5, 21758-07-6
(E)-3-(4-chlorophenyl)but-2-enoic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 37 percent / 1.) N-bromosuccinimide, 2.) NH3 / 1.) CCl4, reflux, 48 h, 2.) THF, 3 h 2: 16 percent / NH3 / tetrahydrofuran / 3 h 3: 65 percent / 1 M NH4OH / 1 h / 70 °C 4: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 5: 54 percent / 6 M HCl / 2 h / Heating View Scheme
Multi-step reaction with 5 steps 1: 37 percent / N-bromosuccinimide / CCl4 / 48 h / Heating 2: 16 percent / NH3 / tetrahydrofuran / 3 h 3: 65 percent / 1 M NH4OH / 1 h / 70 °C 4: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 5: 54 percent / 6 M HCl / 2 h / Heating View Scheme

: 99-91-2
para-chloroacetophenone

6-<p-tolylimino-methyl>-benzo<1.3>dioxol-5-ylamine: 6-<p-tolylimino-methyl>-benzo<1.3>dioxol-5-ylamine

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 240 g / Zn / benzene / Heating 2: 1.) p-toluenesulfonic acid, 2.) 10percent NaOH / 1.) toluene, reflux, 3 h, 2.) reflux, 2 h 3: 37 percent / 1.) N-bromosuccinimide, 2.) NH3 / 1.) CCl4, reflux, 48 h, 2.) THF, 3 h 4: 16 percent / NH3 / tetrahydrofuran / 3 h 5: 65 percent / 1 M NH4OH / 1 h / 70 °C 6: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 7: 54 percent / 6 M HCl / 2 h / Heating View Scheme
Multi-step reaction with 7 steps 1: 240 g / Zn / benzene / Heating 2: 1.) p-toluenesulfonic acid, 2.) 10percent NaOH / 1.) toluene, reflux, 3 h, 2.) reflux, 2 h 3: 37 percent / N-bromosuccinimide / CCl4 / 48 h / Heating 4: 16 percent / NH3 / tetrahydrofuran / 3 h 5: 65 percent / 1 M NH4OH / 1 h / 70 °C 6: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 7: 54 percent / 6 M HCl / 2 h / Heating View Scheme

Yield

Multi-step reaction with 7 steps
1: 240 g / Zn / benzene / Heating
2: 1.) p-toluenesulfonic acid, 2.) 10percent NaOH / 1.) toluene, reflux, 3 h, 2.) reflux, 2 h
3: 37 percent / 1.) N-bromosuccinimide, 2.) NH3 / 1.) CCl4, reflux, 48 h, 2.) THF, 3 h
4: 16 percent / NH3 / tetrahydrofuran / 3 h
5: 65 percent / 1 M NH4OH / 1 h / 70 °C
6: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature
7: 54 percent / 6 M HCl / 2 h / Heating
View Scheme

Multi-step reaction with 7 steps
1: 240 g / Zn / benzene / Heating
2: 1.) p-toluenesulfonic acid, 2.) 10percent NaOH / 1.) toluene, reflux, 3 h, 2.) reflux, 2 h
3: 37 percent / N-bromosuccinimide / CCl4 / 48 h / Heating
4: 16 percent / NH3 / tetrahydrofuran / 3 h
5: 65 percent / 1 M NH4OH / 1 h / 70 °C
6: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature
7: 54 percent / 6 M HCl / 2 h / Heating
View Scheme

: 81187-93-1
4-(4-chlorophenyl)-1,5-dihydro-2H-pyrrol-2-one

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 2: 54 percent / 6 M HCl / 2 h / Heating View Scheme

: 81187-91-9
(Z)-4-amino-3-(4-chlorophenyl)but-2-enoic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 65 percent / 1 M NH4OH / 1 h / 70 °C 2: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 3: 54 percent / 6 M HCl / 2 h / Heating View Scheme

: 81187-90-8
(Z)-4-Bromo-3-(4-chloro-phenyl)-but-2-enoic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 16 percent / NH3 / tetrahydrofuran / 3 h 2: 65 percent / 1 M NH4OH / 1 h / 70 °C 3: 59 percent / H2, Raney nickel W-5 / ethanol / 16 h / 3040 Torr / Ambient temperature 4: 54 percent / 6 M HCl / 2 h / Heating View Scheme

: ethyl rac β-[(aminomethyl)-4-chlorophenyl]-propancarboxylate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With hydrogenchloride In water Cooling with ice;

: 3-chloro-4-(4-chlorophenyl)-5-hydroxyfuran-2(5H)-one

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: acetic acid / chloroform / 1 h / 0 - 20 °C 1.2: 20 °C 2.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / 80 °C 3.1: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 - 20 °C 4.1: hydrogenchloride; water / water / 16 h / Reflux View Scheme

: 3-chloro-4-(4-chlorophenyl)-1-(2,4-dimethoxybenzyl)-1H-pyrrol-2(5H)-one

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / 80 °C 2: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 - 20 °C 3: hydrogenchloride; water / water / 16 h / Reflux View Scheme

: 3-chloro-4-(4-chlorophenyl)-1H-pyrrol-2(5H)-one

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 - 20 °C 2: hydrogenchloride; water / water / 16 h / Reflux View Scheme

: 1679-18-1
4-Chlorophenylboronic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: cesium fluoride; tetrabutyl-ammonium chloride; bis-triphenylphosphine-palladium(II) chloride / toluene; water / 18 h / 20 °C / Inert atmosphere 2.1: acetic acid / chloroform / 1 h / 0 - 20 °C 2.2: 20 °C 3.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / 80 °C 4.1: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 - 20 °C 5.1: hydrogenchloride; water / water / 16 h / Reflux View Scheme

Yield

Multi-step reaction with 5 steps
1.1: cesium fluoride; tetrabutyl-ammonium chloride; bis-triphenylphosphine-palladium(II) chloride / toluene; water / 18 h / 20 °C / Inert atmosphere
2.1: acetic acid / chloroform / 1 h / 0 - 20 °C
2.2: 20 °C
3.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / 80 °C
4.1: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 - 20 °C
5.1: hydrogenchloride; water / water / 16 h / Reflux
View Scheme

: 104-88-1
4-chlorobenzaldehyde

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium tert-butylate / toluene; methanol / 0.5 h / 20 °C / 4500.45 Torr / Inert atmosphere 1.2: 0.11 h / 25 °C / 4500.45 Torr / Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 50 °C / 6000.6 Torr 3.1: lithium hydroxide; water / toluene / 1 h / 50 °C / 3750.38 Torr 4.1: hydrogen / methanol / 60 °C / 45004.5 Torr View Scheme
Multi-step reaction with 5 steps 1: diammonium phosphate / water / 5 h / 15 - 20 °C 2: potassium hydroxide / 2 h / 85 - 90 °C 3: urea / 1 h / 130 - 140 °C 4: sodium hydroxide / water / 1.5 h / 65 - 70 °C 5: sodium hypobromide; sodium sulfamate / 2.17 h / -5 - 55 °C View Scheme

: 7560-44-3, 20754-21-6, 20754-24-9
methyl 4-chlorocinnamate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 50 °C / 6000.6 Torr 2: lithium hydroxide; water / toluene / 1 h / 50 °C / 3750.38 Torr 3: hydrogen / methanol / 60 °C / 45004.5 Torr View Scheme

: 101466-69-7
methyl (+/-)-3-(4-chlorophenyl)-4-nitrobutanoate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: lithium hydroxide; water / toluene / 1 h / 50 °C / 3750.38 Torr 2: hydrogen / methanol / 60 °C / 45004.5 Torr View Scheme

: 159112-23-9
(+/-)-4-nitro-3-(4-chloro)butanoic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
With hydrogen In methanol at 60℃; under 45004.5 Torr;	493 mg

: 19411-80-4
2-(4-chlorophenylmethylene)acetoacetic acid ethyl ester

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium hydroxide / 2 h / 85 - 90 °C 2: urea / 1 h / 130 - 140 °C 3: sodium hydroxide / water / 1.5 h / 65 - 70 °C 4: sodium hypobromide; sodium sulfamate / 2.17 h / -5 - 55 °C View Scheme

: 35271-74-0
3-(4-chlorophenyl)pentane-1,5-dioic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: urea / 1 h / 130 - 140 °C 2: sodium hydroxide / water / 1.5 h / 65 - 70 °C 3: sodium hypobromide; sodium sulfamate / 2.17 h / -5 - 55 °C View Scheme

: 64-17-5
ethanol

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: ethyl 4-amino-3-(4-chlorophenyl)butanoate hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 0 - 80℃; for 5h;	99%
With hydrogenchloride at 20℃; for 24h;

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 71-36-3
butan-1-ol

: baclofen n-butyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride at 105℃; for 0.5h;	98%
With hydrogenchloride at 20℃; for 24h;

: 67-56-1
methanol

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: methyl (RS)-4-amino-3-(4-chlorophenyl)butanoate hydrochloride

Conditions

Conditions	Yield
With thionyl chloride for 0.5h; Ambient temperature;	98%
With thionyl chloride	95%
With hydrogenchloride	89%
With hydrogenchloride at 20℃; for 24h;

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 22518-27-0
4-(4-chlorophenyl)pyrrolidin-2-one

Conditions

Conditions	Yield
With aluminum oxide In toluene for 16h; Heating / reflux;	90%
With aluminum oxide In toluene for 5h; Heating;	88%
With silica gel In toluene for 6h; Heating;	85%

: 1943-83-5
2-chloroethyl isothiocyanate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 213407-00-2
3-(4-chlorophenyl)-4-[3-(2-chloroethyl)ureido]butyric acid

Conditions

Conditions	Yield
With sodium hydroxide for 1h; Ambient temperature;	89%

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 70-34-8
2,4-Dinitrofluorobenzene

: γ-2,4-Dinitrophenylamino-β-(p-chlorophenyl)butyric acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol at 60℃; for 0.75h;	84%

: 24424-99-5
di-tert-butyl dicarbonate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 78131-30-3
4-((tert-butoxycarbonyl)amino)-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Stage #1: di-tert-butyl dicarbonate; 4-amino-3-(4-chlorophenyl)butanoic acid With sodium hydroxide; water In 1,4-dioxane at 0 - 20℃; for 4h; Stage #2: With citric acid In 1,4-dioxane; water pH=3;	84%

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 187870-25-3
3-(4-chlorophenyl)-4-pyrrol-1-ylbutyric acid

Conditions

Conditions	Yield
With acetic acid for 1h; Heating;	82%
With acetic acid Clauson-Kaas reaction;

: 710-11-2
2-oxo-4-phenylbutyric acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 3-(4-chlorophenyl)-4-(3-phenylpropanethioamido)butanoic acid

Conditions

Conditions	Yield
With sulfur; 1-dodecylthiol In N,N-dimethyl-formamide at 20℃; for 2h; Sealed tube; chemoselective reaction;	76%

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 103-71-9
phenyl isocyanate

: 3-(4-chlorophenyl)-4-(3-phenylureido)butyric acid

Conditions

Conditions	Yield
With sodium hydroxide for 1h; Ambient temperature;	75%

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 109-90-0
ethyl isocyanate

: 213406-99-6
3-(4-chlorophenyl)-4-(3-ethylureido)butyric acid

Conditions

Conditions	Yield
With sodium hydroxide Addition;	74%
With sodium hydroxide for 1h; Ambient temperature;	45%

: 110-78-1
Propyl isocyanate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 3-(-chlorophenyl)-4-(3-propylureido)butyric acid

Conditions

Conditions	Yield
With sodium hydroxide for 1h; Ambient temperature;	63%

: 73506-86-2
2-oxoheptadecanoic acid

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 3-(4-chlorophenyl)-4-palmitamidobutanoic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide In water; N,N-dimethyl-formamide at 20℃; for 1h; Sealed tube; Darkness; chemoselective reaction;	61%

: 111-87-5
octanol

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

A: 111-85-3
1-Chlorooctane

B: 131403-01-5
4-Amino-3-(4-chloro-phenyl)-butyric acid octyl ester; hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride at 130℃;	A n/a B 54%

...Expand

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 448-61-3
2,4,6-triphenylpyrylium tetrafluoroborate

: C33H27ClNO2(1+)*BF4(1-)

Conditions

Conditions	Yield
In ethanol at 85 - 90℃; for 4h; Schlenk technique;	54%

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 407-25-0
trifluoroacetic anhydride

A: 22518-27-0
4-(4-chlorophenyl)pyrrolidin-2-one

B: 229014-55-5
3-(4-chlorophenyl)-4-(2,2,2-trifluoroacetylamino)-butyric acid

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 0.5h; Friedel-Crafts cyclization;	A 42% B 38%

...Expand

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 6-bromo-3-methyl-2-phenylquinoline-4-carboxylic acid

: (+/-)-4-{[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-(4-chlorophenyl)butanoic acid

Conditions

Conditions	Yield
Stage #1: 6-bromo-3-methyl-2-phenylquinoline-4-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 4-amino-3-(4-chlorophenyl)butanoic acid In N,N-dimethyl-formamide at 60℃; for 3h;	41%

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 1795-48-8
Isopropyl isocyanate

: 3-(4-chlorophenyl)-4-(3-isopropylureido)butyric acid

Conditions

Conditions	Yield
With sodium hydroxide for 1h; Ambient temperature;	40%

: 1255209-41-6
2,5-dioxopyrrolidin-1-yl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl carbonate

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 3-(4-chlorophenyl)-4-((((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)carbonyl)amino)butanoic acid

Conditions

Conditions	Yield
With potassium carbonate In water; N,N-dimethyl-formamide Inert atmosphere;	38.4%

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: 40993-10-0
3,5-dinitrobenzoic anhydride

: 3-(4-chloro-phenyl)-4-(3,5-dinitro-benzoylamino)-butyric acid

Conditions

Conditions	Yield
With pyridine; dmap In acetonitrile at 20℃; for 0.25h;

: 71-23-8
propan-1-ol

: 1134-47-0
4-amino-3-(4-chlorophenyl)butanoic acid

: baclofen 1-propyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; for 24h;

Baclofen Specification

1. Introduction of Baclofen
Baclofen is one kind of white powder or white to very faintly yellow solid. The IUPAC Name of this chemical is 4-Amino-3-(4-chlorophenyl)butanoic acid. Its Classification Code is Central Nervous System Agents ; Drug / Therapeutic Agent ; GABA Agents ; GABA agonists ; Human Data ; Muscle relaxants, central ; Neuromuscular Agents ; Neurotransmitter Agents ; Peripheral Nervous System Agents ; Relaxant [muscle]. The Product Categories of this chemical is Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts ; Active Pharmaceutical Ingredients ; Intermediates & Fine Chemicals ; Pharmaceuticals ; GABA/Glycine receptor ; GABA.

2. Properties of Baclofen
Physical properties about Baclofen are:
(1)Polar Surface Area: 29.54 Å²; (2)Index of Refraction: 1.576; (3)Molar Refractivity: 55.06 cm³; (4)Molar Volume: 166.2 cm³; (5)Surface Tension: 53 dyne/cm; (6)Density of Baclofen: 1.285 g/cm³; (7)Flash Point: 174.1 °C; (8)Enthalpy of Vaporization: 64.41 kJ/mol; (9)Boiling Point: 364.3 °C at 760 mmHg; (10)Vapour Pressure: 6.01E-06 mmHg at 25°C.

3. Structure Descriptors of Baclofen
(1)InChI: InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14);
(2)InChIKey: InChIKey=KPYSYYIEGFHWSV-UHFFFAOYSA-N;
(3)Smiles: c1cc(ccc1C(CC(=O)O)CN)Cl.

4. Toxicity of Baclofen

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TDLo	oral	571ug/kg (0.571mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Annals of Pharmacotherpy. Vol. 27, Pg. 883, 1993.
man	TDLo	oral	4286ug/kg (4.286mg/kg)	BEHAVIORAL: COMA CARDIAC: PULSE RATE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION	American Journal of Emergency Medicine. Vol. 4, Pg. 552, 1986.
man	TDLo	oral	14mg/kg (14mg/kg)	BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: COMA	Journal of Toxicology, Clinical Toxicology. Vol. 20, Pg. 59, 1983.
man	TDLo	oral	3429mg/kg (3429mg/kg)	BEHAVIORAL: COMA CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP LUNGS, THORAX, OR RESPIRATION: RESPIRATORY OBSTRUCTION	Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 291, 1994.
man	TDLo	unreported	857ug/kg/2D-I (0.857mg/kg)	BRAIN AND COVERINGS: CHANGES IN SURFACE EEG BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"	Italian Journal of Neurological Sciences. Vol. 12, Pg. 323, 1991.
mouse	LD50	intravenous	31mg/kg (31mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 2069, 1979.
mouse	LD50	oral	200mg/kg (200mg/kg)		Drugs in Japan Vol. 6, Pg. 576, 1982.
mouse	LD50	subcutaneous	103mg/kg (103mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
rat	LD50	intravenous	78mg/kg (78mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
rat	LD50	oral	145mg/kg (145mg/kg)		Drugs in Japan Vol. 6, Pg. 576, 1982.
rat	LD50	subcutaneous	115mg/kg (115mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 11, Pg. 181, 1980.
women	TDLo	oral	8mg/kg (8mg/kg)	CARDIAC: PULSE RATE LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Postgraduate Medical Journal. Vol. 57, Pg. 580, 1981.
women	TDLo	oral	9mg/kg (9mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Postgraduate Medical Journal. Vol. 56, Pg. 865, 1980.
women	TDLo	oral	18mg/kg (18mg/kg)	BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Journal of Toxicology, Clinical Toxicology. Vol. 22, Pg. 11, 1984.
women	TDLo	parenteral	25ug/kg/2D-I (0.025mg/kg)	SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: COMA	International Journal of Clinical Pharmacology, Therapy and Toxicology. Vol. 29, Pg. 274, 1991.

5. Safety information of Baclofen

Hazard Codes: T,Xn
Risk Statements: 61-25-36/37/38-42/43-20/21/22
R61:May cause harm to the unborn child.
R25 :Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R42/43:May cause sensitization by inhalation and skin contact.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 53-22-36/37/39-45-52-26
S53:Avoid exposure - obtain special instructions before use.
S22:Do not breathe dust.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S52:Not recommended for interior use on large surface areas.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: MW5084200
HazardClass: 6.1(b)
PackingGroup: III
Poison by ingestion, subcutaneous and intravenous routes. Human systemic effects by ingestion: blood pressure lowering, coma, muscle weakness, pulse rate decrease, respiratory depression. When heated to decomposition it emits toxic fumes of Cl⁻ and NO_x. A muscle relaxant.

6. Uses of Baclofen
Baclofen can be used as Specific GABA-B receptor agonist. Muscle relaxant (skeletal). It is primarily used to treat spasticity and is in the early research stages for use for the treatment of alcoholism. In addition, research has shown baclofen to be effective in the treatment of alcohol dependence and withdrawal, by inhibiting both withdrawal symptoms and cravings.

7. Production of Baclofen
You can condense the chlorobenzaldehyde with ethyl acetoacetate to get the chloro benzylidene-double-ethyl acetoacetate. Then you can get the for chlorinated phenyl glutaric acid after the chloro benzylidene-double-ethyl acetoacetate hydrolysis. Glutaric acid imide chlorophenyl, the last open-loop degradation on chlorobenzene aminobutyric acid then concentrated ammonia amination generate. Its final open-loop, the degradation of specific methods of operation are as follows: 42.25gβ-(p-chlorophenyl) glutaric acid imide was added under stirring to the aqueous solution containing 8.32 g of sodium hydroxide in 200ml. The mixture is heated at 50 ° C for 10min, cooled to 10-15 ° C, 200ml aqueous solution containing 40.9g of sodium hydroxide was added dropwise, 20min, add 38.8g bromide, stirred at 20-25 ° C 8H, carefully neutralized with concentrated hydrochloric acid and the reaction mixturewas adjusted to pH 7, and then settle out fine β-(p-chlorophenyl)-γ-amino - butyric acid was crystallized and then recrystallized from water, m.p. 206-208 ° C.

Product Name

Baclofen

Synthetic route

Baclofen Specification

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