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N-formylamphetamine is a chemical compound derived from amphetamine with a formyl group attached to the nitrogen atom. This modification alters the chemical and biological properties of amphetamine, potentially affecting its psychoactive effects and pharmacokinetics. It is not commonly encountered in pharmaceuticals or as a drug of abuse but has been studied for its potential role in the metabolism of amphetamine and its derivatives.

22148-75-0

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22148-75-0 Usage

Uses

Used in Pharmaceutical Research:
N-formylamphetamine is used as a research compound for understanding the metabolism of amphetamine and its derivatives. It is formed as a metabolite of amphetamine in the body, and further investigation is needed to understand its potential implications for drug toxicity and drug testing.
Used in Toxicology Studies:
N-formylamphetamine is used as a subject in toxicology studies to explore its potential effects on drug toxicity. The presence of the formyl group may alter the toxicological profile of amphetamine, and research is ongoing to determine the extent of its impact.
Used in Drug Testing Development:
N-formylamphetamine is used in the development of drug testing methods to detect its presence as a metabolite of amphetamine. Understanding its formation and detection can help improve the accuracy and reliability of drug tests, particularly in cases of amphetamine use or abuse.

Check Digit Verification of cas no

The CAS Registry Mumber 22148-75-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,1,4 and 8 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 22148-75:
(7*2)+(6*2)+(5*1)+(4*4)+(3*8)+(2*7)+(1*5)=90
90 % 10 = 0
So 22148-75-0 is a valid CAS Registry Number.

22148-75-0SDS

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 (+/-)-N-formylamphetamine

1.2 Other means of identification

Product number -
Other names 1-Phenyl-2-(N-formylamino)propan

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:22148-75-0 SDS

22148-75-0Synthetic route

2-amino-1-phenylpropane
60-15-1, 156-34-3, 51-64-9, 300-62-9

2-amino-1-phenylpropane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

Conditions
ConditionsYield
With molybdenum (IV) sulfide at 150℃; for 18h;99%
With cobalt(II) acetate at 150℃; for 3h; Inert atmosphere; Sealed tube;98%
With graphene oxide at 150℃; for 18h; Sealed tube;97%
With manganese(II) chloride tetrahydrate at 150℃; for 10h; Inert atmosphere; Sealed tube;91%
1-phenyl-acetone
103-79-7

1-phenyl-acetone

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

Conditions
ConditionsYield
With formic acid at 180 - 190℃; for 4h;68%
With formic acid at 180℃; for 0.05h; Microwave irradiation;55%
With ethanol; nickel Hydrogenation;
With ammonia; nickel Hydrogenation;
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

3-phenyl-2-propanol
698-87-3

3-phenyl-2-propanol

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

Conditions
ConditionsYield
With sulfuric acid for 18h; Ambient temperature;14%
2-amino-1-phenylpropane
60-15-1, 156-34-3, 51-64-9, 300-62-9

2-amino-1-phenylpropane

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

2-amino-1-phenylpropane
60-15-1, 156-34-3, 51-64-9, 300-62-9

2-amino-1-phenylpropane

formic acid ethyl ester
109-94-4

formic acid ethyl ester

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

formic acid
64-18-6

formic acid

2-amino-1-phenylpropane
60-15-1, 156-34-3, 51-64-9, 300-62-9

2-amino-1-phenylpropane

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

N-Methylformamide
123-39-7

N-Methylformamide

1-phenyl-acetone
103-79-7

1-phenyl-acetone

A

methamphetamin
7632-10-2

methamphetamin

B

N-(1-methyl-2-phenylethyl)benzamide
70631-05-9

N-(1-methyl-2-phenylethyl)benzamide

C

N-methyl-N-phenethyl-2-phenylethan-1-amine
13977-33-8

N-methyl-N-phenethyl-2-phenylethan-1-amine

D

N,α,α'-trimethyldiphenethylamine
53660-19-8

N,α,α'-trimethyldiphenethylamine

E

N-methyl-N-(1-methyl-2-phenylethyl)-2-phenylacetamide
14902-32-0

N-methyl-N-(1-methyl-2-phenylethyl)-2-phenylacetamide

F

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

G

α,α'-dimethyldiphenethylamine

α,α'-dimethyldiphenethylamine

H

2-amino-1-phenylpropane
60-15-1, 156-34-3, 51-64-9, 300-62-9

2-amino-1-phenylpropane

I

1,1'-(1,2-ethanediyl)bisbenzene
103-29-7

1,1'-(1,2-ethanediyl)bisbenzene

J

3,4-diphenylbut-3-en-2-one
1722-69-6

3,4-diphenylbut-3-en-2-one

Conditions
ConditionsYield
Stage #1: N-Methylformamide; 1-phenyl-acetone at 165 - 170℃;
Stage #2: With water; sodium hydroxide for 2h; Reflux; Further stages;
(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

(+/-)-N-(1-methyl-2-(pentadeuteriophenyl)ethyl)formamide

(+/-)-N-(1-methyl-2-(pentadeuteriophenyl)ethyl)formamide

Conditions
ConditionsYield
With water-d2; aluminium trichloride In benzene-d6 for 24h; Deuteration; Heating;100%
formaldehyd
50-00-0

formaldehyd

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

2-formyl-3-methyl-1,2,3,4-tetrahydro-isoquinoline
64858-35-1

2-formyl-3-methyl-1,2,3,4-tetrahydro-isoquinoline

Conditions
ConditionsYield
With acetic acid; trifluoroacetic acid for 3h; Heating;79%
(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

N-(1-Methyl-2-phenyl-ethyl)-thioformamide
94612-94-9

N-(1-Methyl-2-phenyl-ethyl)-thioformamide

Conditions
ConditionsYield
With tetraphosphorus decasulfide61.9%
(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

3-methyl-3,4-dihydro-isoquinoline
14123-78-5, 61864-23-1

3-methyl-3,4-dihydro-isoquinoline

Conditions
ConditionsYield
With tetralin; phosphorus pentoxide
With PPA; Polyphosphoric acid (PPA) at 150℃; for 4h;
formaldehyd
50-00-0

formaldehyd

(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

acetic acid
64-19-7

acetic acid

Acetic acid [formyl-(1-methyl-2-phenyl-ethyl)-amino]-methyl ester

Acetic acid [formyl-(1-methyl-2-phenyl-ethyl)-amino]-methyl ester

Conditions
ConditionsYield
for 2h; Heating;
(+/-)-N-(1-methyl-2-phenylethyl)formamide
22148-75-0

(+/-)-N-(1-methyl-2-phenylethyl)formamide

3-methylisoquinoline
1125-80-0

3-methylisoquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus (V)-oxide; tetralin
2: palladium/charcoal / 220 °C
View Scheme

22148-75-0Relevant academic research and scientific papers

Method for synthesizing formamide derivatives by molybdenum catalyzed formylation reaction

-

Paragraph 0071; 0072, (2018/05/16)

The invention discloses a method for synthesizing formamide derivatives by molybdenum catalyzed formylation reaction. The method includes that the formamide derivatives are generated by one-pot reaction of amine compounds and formamide compounds under the catalytic action of molybdenum salts and/or molybdenum oxides. Reaction methods and catalysts are cheap and easy to acquire, reaction steps andoperations are simple, the method has advantages of high reaction selectivity, high yield, expandability in reaction and the like, and defects of high toxicity of reaction agents, expensive catalysts,complex reaction steps, high quality of by-products and the like in the prior art are overcome.

Method for synthesis of formamide derivatives by cobalt catalysis of formylation reaction

-

Paragraph 0072; 0073, (2018/04/21)

The invention discloses a method for synthesis of formamide derivatives by cobalt catalysis of formylation reaction. The method comprises that the formamide derivatives are produced by one-pot reaction of amine compounds and formamide compounds under the catalysis of cobalt salts; the method has the advantages of cheap and easily obtained reaction raw materials and catalysts, simple reaction stepsand operation, high reaction selectivity, high yield, extendable reaction and the like, and overcomes the defects of high reaction reagent toxicity, expensive catalysts, more reaction steps, more byproducts and the like in the prior art.

Method of using graphene oxide to catalyze formylation reaction to synthesize formamide derivative

-

Paragraph 0070; 0071, (2018/05/16)

The invention discloses a method of using graphene oxide to catalyze formylation reaction to synthesize a formamide derivative. The method includes: allowing amine compound and formamide compound to be in one-pot reaction under catalytic action of graphene oxide to generate the formamide derivative. Reaction raw materials and a catalyst are low in cost and easy to obtain, the catalyst can be recycled, reaction steps and operations are simple, the method has the advantages of high reaction selectivity, high yield and supportiveness of expanding reaction, and the defects that reaction reagents are high in toxicity, catalysts are expensive, the number of reaction steps is large and the number of byproducts is large in the prior art are overcome.

Method for synthesizing formamide derivative through Mn-catalyzed formylation reaction

-

Paragraph 0067; 0068, (2018/05/16)

The invention discloses a method for synthesizing a formamide derivative through Mn-catalyzed formylation reaction. The method disclosed by the invention is characterized in that an amine compound anda formamide compound are subjected to one-pot reaction under the catalytic action of manganese salt to generate the formamide derivative. The method disclosed by the invention has the beneficial effects that reaction raw materials and a catalyst are cheap and easy to get, reaction steps and operation are simple, the advantages of high reaction selectivity, high yield and expandable reaction are achieved, and the defects that a reagent is high in toxicity, the catalyst is expensive, reaction steps are tedious and byproducts are more in the prior art are overcome.

Efficient isocyanide-less isocyanide-based multicomponent reactions

Neochoritis, Constantinos G.,Stotani, Silvia,Mishra, Bhupendra,D?mling, Alexander

supporting information, p. 2002 - 2005 (2015/04/27)

Isocyanides are the Jekyll and Hyde of organic chemistry allowing for extremely interesting transformations that are not only extremely odorous but also noxious. Therefore, an isocyanide-less isocyanide-based multicomponent reaction (IMCR) has been developed, and this protocol is expected to replace many of the old procedures in the future not only in IMCR but in other areas of organic chemistry as well.

Characterization of route specific impurities found in methamphetamine synthesized by the Leuckart and reductive amination methods

Kunalan, Vanitha,Daeid, Niamh Nic,Kerr, William J.,Buchanan, Hilary A. S.,McPherson, Allan R.

experimental part, p. 7342 - 7348 (2010/04/06)

Impurity profiling of seized methamphetamine can provide very useful information in criminal investigations and, specifically, on drug trafficking routes, sources of supply, and relationships between seizures. Particularly important is the identification of "route specific" impurities or those which indicate the synthetic method used for manufacture in illicit laboratories. Previous researchers have suggested impurities which are characteristic of the Leuckart and reductive amination (Al/Hg) methods of preparation. However, to date and importantly, these two synthetic methods have not been compared in a single study utilizing methamphetamine hydrochloride synthesized in-house and, therefore, of known synthetic origin. Using the same starting material, 1-phenyl-2-propanone (P2P), 40 batches of methamphetamine hydrochloride were synthesized by the Leuckart and reductive amination methods (20 batches per method). Both basic and acidic impurities were extracted separately and analyzed by GC/MS. From this controlled study, two route specific impurities for the Leuckart method and one route specific impurity for the reductive amination method are reported. The intra- and inter-batch variation of these route specific impurities was assessed. Also, the variation of the "target impurities" recently recommended for methamphetamine profiling is discussed in relation to their variation within and between production batches synthesized using the Leuckart and reductive amination routes.

A novel modification of the Ritter reaction using trimethylsilyl cyanide

Chen,Goel,Kesten,Knobelsdorf

, p. 8129 - 8132 (2007/10/03)

A new modification of the Ritter reaction using trimethylsilyl cyanide (Me3SiCN) is described, which converts alcohols to their corresponding formamides in high yields using a convenient procedure. The reaction conditions and mechanism are discussed. In some cases, new formamides are synthesized which cannot be prepared by the classical Ritter reaction.

Application of the intramolecular ?-amidoalkylation reaction for the synthesis of 3- and 1,3-alkyl(aryl) 2-formyltetrahydroisoquinolines

Venkov,Ivanov

, p. 1707 - 1719 (2007/10/02)

3- and 1,3-alkyl(aryl) 2-formyltetrahydroisoquinolines 6 are obtained by the application of the intramolecular ?-amidoalkylation reaction from 1-alkyl(aryl)-2-arylethylformamides 2 and aldehydes in acidic medium.

Synthesis and Antihypertensive Activity of a Series of Spiroquinolizine-2,5'-oxazolidin-2'-one>s

Caroon, Joan M.,Clark, Robin D.,Kluge, Arthur F.,Lee, Chi-Ho,Strosberg, Arthur M.

, p. 1426 - 1433 (2007/10/02)

The 2R*,11bS* and 2S*,11bS* diastereoisomers of the spiroquinolizine-2,5'-oxazolidin-2'-one> system were prepared by stereoselective methods.Evaluation of these compounds for antihypertensive activity by oral administration to the spontaneously hypertensive rat showed the 2S*,11bS* series was the more potent.Within that series it was found that small alkyl substituents at positions 3 and 4' enhanced antihypertensive activity and that methoxyl substitution at positions 9 and 10 was optical. (2S,3S,11bS)-Spiroquinolizine-2,5'-oxazolidin-2'-one> was one of the most efficacious compounds of this series, while its antipode, (+)-9e, was inactive.Selected compounds in this series were shown to be α-adrenoceptor antagonists.

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