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alpha-(Aminomethyl)-2,5-dimethoxybenzenemethanol hydrochloride is a chemical compound that serves as a selective agonist for the 5-HT2A receptor, a subtype of the serotonin receptor in the brain. It is instrumental in scientific research and pharmaceutical applications, particularly in the study of the central nervous system and behavioral pharmacology.

60407-53-6

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60407-53-6 Usage

Uses

Used in Scientific Research:
alpha-(Aminomethyl)-2,5-dimethoxybenzenemethanol hydrochloride is used as a research tool for investigating the role of the 5-HT2A receptor in the brain. It aids in understanding the receptor's function and its involvement in various neurological processes.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, alpha-(Aminomethyl)-2,5-dimethoxybenzenemethanol hydrochloride is used as a selective agonist to explore its potential therapeutic effects in the treatment of psychiatric disorders. Its interaction with the 5-HT2A receptor makes it a candidate for developing new treatments for such conditions.
Used in Central Nervous System Studies:
alpha-(Aminomethyl)-2,5-dimethoxybenzenemethanol hydrochloride is utilized as a chemical probe in studies related to the central nervous system. It helps researchers to examine the receptor's activity and its impact on neurotransmitter levels, which is crucial for understanding the underlying mechanisms of various neurological and psychiatric disorders.
Used in Behavioral Pharmacology:
As a selective agonist for the 5-HT2A receptor, alpha-(Aminomethyl)-2,5-dimethoxybenzenemethanol hydrochloride is used in behavioral pharmacology to study the effects of this receptor on behavior. This can provide insights into the development of drugs that target specific behaviors associated with mental health conditions.
Used in Neurotransmitter Modulation Research:
alpha-(Aminomethyl)-2,5-dimethoxybenzenemethanol hydrochloride is employed in research aimed at modulating neurotransmitter levels and receptor activity in the brain. Its ability to selectively activate the 5-HT2A receptor makes it a valuable compound for investigating the intricate balance of neurotransmitters and their influence on brain function and behavior.

Check Digit Verification of cas no

The CAS Registry Mumber 60407-53-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,0,4,0 and 7 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 60407-53:
(7*6)+(6*0)+(5*4)+(4*0)+(3*7)+(2*5)+(1*3)=96
96 % 10 = 6
So 60407-53-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H15NO3.ClH/c1-13-7-3-4-10(14-2)8(5-7)9(12)6-11;/h3-5,9,12H,6,11H2,1-2H3;1H

60407-53-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-amino-1-(2,5-dimethoxyphenyl)ethanol,hydrochloride

1.2 Other means of identification

Product number -
Other names 1-(2,5-dimethoxyphenyl)-2-aminoethanol hydrochloride

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:60407-53-6 SDS

60407-53-6Synthetic route

2-Dibenzylamino-1-(2,5-dimethoxy-phenyl)-ethanol; hydrochloride
83436-61-7

2-Dibenzylamino-1-(2,5-dimethoxy-phenyl)-ethanol; hydrochloride

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 50℃; under 760 Torr;67%
2-(2,5-dimethoxyphenyl)-2-trimethylsilyloxyacetonitrile
141367-35-3

2-(2,5-dimethoxyphenyl)-2-trimethylsilyloxyacetonitrile

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; lithium aluminium tetrahydride 1.) THF, reflux, 2 h, 2.) methanol, ether; Yield given. Multistep reaction;
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc iodide / 1 h / Ambient temperature
2: 1.) lithium aluminum hydride, 2.) HCl / 1.) THF, reflux, 2 h, 2.) methanol, ether
View Scheme
2-bromo-2',5'-dimethoxyacetophenone
1204-21-3

2-bromo-2',5'-dimethoxyacetophenone

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 93 percent / benzene / 5 h / Ambient temperature
2: 49 percent / NaBH4, 2 N aq. NaOH / methanol / 1 h / Ambient temperature
3: 67 percent / H2 / 10percent Pd/C / ethanol / 50 °C / 760 Torr
View Scheme
2,5-dimethoxy-ω-(dibenzylamino)acetophenone hydrochloride
83436-58-2

2,5-dimethoxy-ω-(dibenzylamino)acetophenone hydrochloride

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 49 percent / NaBH4, 2 N aq. NaOH / methanol / 1 h / Ambient temperature
2: 67 percent / H2 / 10percent Pd/C / ethanol / 50 °C / 760 Torr
View Scheme
BOC-glycine
4530-20-5

BOC-glycine

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

N-(2-(2,5-Dimethoxyphenyl)-2-hydroxyethyl)-2-((1,1-dimethylethoxy)carbonylamino)essigsaeureamid
176851-43-7

N-(2-(2,5-Dimethoxyphenyl)-2-hydroxyethyl)-2-((1,1-dimethylethoxy)carbonylamino)essigsaeureamid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C20H32N2O6

C20H32N2O6

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C21H34N2O6

C21H34N2O6

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C24H32N2O6

C24H32N2O6

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

Boc-Tyr(t-Bu)-OH
47375-34-8

Boc-Tyr(t-Bu)-OH

C28H40N2O7

C28H40N2O7

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
N-tert-butyloxycarbonyl-S-trityl-L-cysteine
21947-98-8, 87494-13-1

N-tert-butyloxycarbonyl-S-trityl-L-cysteine

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C37H42N2O6S

C37H42N2O6S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C20H30N2O6

C20H30N2O6

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
Boc-Glu(OtBu)-OH
13726-84-6

Boc-Glu(OtBu)-OH

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C24H38N2O8

C24H38N2O8

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
Boc-Lys(Boc)-OH
2483-46-7

Boc-Lys(Boc)-OH

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C26H43N3O8

C26H43N3O8

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C15H24N2O4

C15H24N2O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C16H26N2O4

C16H26N2O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C19H24N2O4

C19H24N2O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C19H24N2O5

C19H24N2O5

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C13H20N2O4S

C13H20N2O4S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C15H22N2O4

C15H22N2O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C15H22N2O6

C15H22N2O6

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

C16H27N3O4

C16H27N3O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

midodrine
42794-76-3

midodrine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diisopropylethylamine; HOBt.H2O; WSCDI / dimethylformamide / 12 h / 20 °C
2: HCl / dioxane / 2 h / 20 °C
View Scheme
1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride
60407-53-6

1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide
60681-99-4

2-chloro-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide

Conditions
ConditionsYield
Stage #1: 1-(2',5'-dimethoxyphenyl)-2-aminoethanol hydrochloride With potassium hydroxide In dichloromethane; water at 5 - 10℃; for 0.25h;
Stage #2: chloroacetyl chloride at 25 - 30℃; for 1h; pH=3 - 6;

60407-53-6Relevant articles and documents

Asymmetric synthesis of both enantiomers of 2-(dimethylamino)-1-[3-methoxy-2-(1-methyletyhoxy)phenyl]ethanol

Philippo,Fett,Bovy,Barras,Angel,Georges,Ochsenbein

, p. 881 - 888 (2007/10/03)

Both enantiomers of 2-(dimethylamino)-1-[3- methoxy-2-(1-methylethoxy)phenyl]ethanol were synthetized by a stereoselective route and evaluated in vitro for their uroselectivity in comparison with other α1-adrenoceptor agonists. The most potent enantiomer was structurally characterized by X-ray crystallographic analysis.

Conformational Effects on the Activity of Drugs. 10. Synthesis, Conformation, and Pharmacological Properties of 1-(2,5-Dimethoxyphenyl)-2-aminoethanols and Their Morpholine Analogues

Epifani, E.,Lapucci, A.,Macchia, B.,Macchia, F.,Tognetti, P.,et al.

, p. 254 - 259 (2007/10/02)

In order to obtain a better understanding of the effects that structural parameters have on the changes of adrenergic activity when 1-aryl-2-aminoethanol derivatives are converted into their corresponding 2-arylmorpholine cyclic analogues, we synthesized 1-(2,5-dimethoxyphenyl)-2-aminoethanol derivatives 5-7 and their morpholine analogues 8-10.The preferred conformations of amino alcohols and their cyclic analogues have been determined through an 1H NMR and IR study.Compounds 5 and 6 showed both α-stimulating and α-blocking activity on rat vas deferens, the effect depending on the concentration employed; on the same isolated tissue, N-isopropyl derivative 7 and the morpholine analogues 8-10 exhibited only α-blocking activity.As for the β-adrenergic activity, only the open-chain compound 7 possessed a moderate blocking effect on isolated guinea pig atria.The results of this work seem to indicate that the changes of pharmacological activity involved in the transformation of the adrenergic drugs into their morpholine analogues are influenced more by characteristic features of the aromatic moiety than by the ethanolamine or propanolamine structure of the drug.

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