Name: 3-(2-aminopropyl)phenol
SKU: 1075-61-2

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Basic Information

Molecular Structure:
CAS No.:	1075-61-2
Name:	3-(2-aminopropyl)phenol
Article Data:	8

Formula:	C9H13 N O
Molecular Weight:	151.208
Synonyms:	Phenol,m-(2-aminopropyl)- (6CI,7CI,8CI); (?à)-Desoxymetaraminol; 3-(2-Aminopropyl)phenol; 3-Hydroxy-a-methylphenethylamine;dl-m-Hydroxyamphetamine; a-Methyl-m-tyramine
Density:	1.07g/cm³
Melting Point:	137 °C
Boiling Point:	281°Cat760mmHg
Flash Point:	123.7°C
Safety:	Poison by subcutaneous and intravenous routes. When heated to decomposition it emits toxic fumes of NO_x.
PSA:	46.25000
LogP:	1.98220

Synthetic route

: 910384-68-8
(1R,S)-1-[3-(benzyloxy)phenyl]propan-2-amine

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol	99%

: 17862-85-0
3-methoxyamphetamine

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
With hydrogen bromide In water for 4h; Solvent; Reflux;	88.5%
With hydrogenchloride at 160℃;

: 61131-60-0
3-(2-nitropropyl-1-en-1-yl)phenol

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 80℃; for 2h;	71%

: 61227-51-8
3-(3-methoxyphenyl)-2-methylpropionic acid

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; aqueous ammonia; thionyl chloride 2: bromine; aqueous KOH-solution / anschliessend Erwaermen mit Natriumhydroxid versetzten Reaktionsgemisches 3: aqueous hydrochloric acid / 160 °C View Scheme

: 310873-75-7
3-(3-methoxy-phenyl)-2-methyl-propionic acid amide

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine; aqueous KOH-solution / anschliessend Erwaermen mit Natriumhydroxid versetzten Reaktionsgemisches 2: aqueous hydrochloric acid / 160 °C View Scheme

: 100-83-4
meta-hydroxybenzaldehyde

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: ammonium acetate; acetic acid / 6 h / 80 °C 2.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C 2.2: 24 h / 20 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 0 - 20 °C 3.2: 0 °C 4.1: palladium on activated charcoal; hydrogen / methanol View Scheme
Multi-step reaction with 2 steps 1: acetic acid; ammonium acetate / 6 h / 80 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 80 °C View Scheme

: (E)-1-(3-hydroxyphenyl)-2-nitropropene

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 20 °C 1.2: 24 h / 20 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 0 - 20 °C 2.2: 0 °C 3.1: palladium on activated charcoal; hydrogen / methanol View Scheme

: 2398-37-0
3-methoxyphenyl bromide

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: ethylene dibromide; magnesium / tetrahydrofuran; diethyl ether / 1.33 h / 20 - 30 °C / Reflux 2: triethylamine; dmap / tetrahydrofuran / 8 h / 5 - 10 °C / Inert atmosphere 3: ammonia / methanol / 16 h / 75 °C / Autoclave 4: hydrogen bromide / water / 4 h / Reflux View Scheme

: 34322-78-6
1-(3-methoxyphenyl)isopropanol

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triethylamine; dmap / tetrahydrofuran / 8 h / 5 - 10 °C / Inert atmosphere 2: ammonia / methanol / 16 h / 75 °C / Autoclave 3: hydrogen bromide / water / 4 h / Reflux View Scheme

: 872548-72-6
1-(3-methoxyphenyl)-2-methanesulfonyloxypropane

: 1075-61-2
Desoxy metaraminol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / methanol / 16 h / 75 °C / Autoclave 2: hydrogen bromide / water / 4 h / Reflux View Scheme

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Chemistry

Product Name: Gepefrine
CAS Registry Number: 1075-61-2
IUPAC Name: 3-(2-aminopropyl)phenol
Molecular Weight: 151.20562 [g/mol]
Molecular Formula: C₉H₁₃NO
XLogP3: 1.4
H-Bond Donor: 2
H-Bond Acceptor: 2
Surface Tension: 44.6 dyne/cm
Density: 1.07 g/cm³
Flash Point: 123.7 °C
Enthalpy of Vaporization: 54.07 kJ/mol
Boiling Point: 281 °C at 760 mmHg
Vapour Pressure: 0.00215 mmHg at 25°C
Following is the molecular structure of Gepefrine (CAS NO.1075-61-2) is:

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	82mg/kg (82mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 219, 1965.
mouse	LD50	subcutaneous	17100ug/kg (17.1mg/kg)	BEHAVIORAL: EXCITEMENT	Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 219, 1965.
rat	LDLo	intravenous	70mg/kg (70mg/kg)		"Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 101, 1948.

Safety Profile

Poison by subcutaneous and intravenous routes. When heated to decomposition it emits toxic fumes of NO_x.

Specification

Gepefrine , its cas register number is 1075-61-2. It also can be called 3-13-00-01706 (Beilstein Handbook Reference) ; BRN 2082934 ; EINECS 214-056-0 ; alpha-Methyl-m-tyramine ; alpha-Mmtyr ; m-(2-Aminopropyl)phenol ; 3-(2-Aminopropyl)phenol ; Phenol, m-(2-aminopropyl)- .