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Details

Stereochemistry UNKNOWN
Molecular Formula C17H18N2
Molecular Weight 250.3382
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMFETAMINIL

SMILES

CC(CC1=CC=CC=C1)NC(C#N)C2=CC=CC=C2

InChI

InChIKey=NFHVTCJKAHYEQN-UHFFFAOYSA-N
InChI=1S/C17H18N2/c1-14(12-15-8-4-2-5-9-15)19-17(13-18)16-10-6-3-7-11-16/h2-11,14,17,19H,12H2,1H3

HIDE SMILES / InChI

Molecular Formula C17H18N2
Molecular Weight 250.3382
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Amphetaminil is chemically an alpha-phenyl-alpha-[(1-methyl-2-phenyl)-ethylamino]-acetonitrile (1), i.e. a derivative of alpha-aminonitrile. It was was developed in the 1970s in Germany and marketed under the brand name Aponeuron. Administration of Aponeuron proved useful in the treatment of children with hyperkinetic syndrome. The subtle and crude motorics improved, symptoms of hyperactivity disappeared and the general school performance of the child improved. Aponeuron was also used in the treatment of disorders of erectile potency, chronic schizophrenia and narcolepsy. In 1974 amphetaminil was included in the class of addictives or habit-forming drugs, although prescription of the drug is not requiring adherence to strict requirements. Nevertheless, it has largely been withdrawn from clinical use.

CNS Activity

Curator's Comment: The amphetamine, which results from the cleavage of amphetaminil, enters the CNS and is excreted in the urine after hydroxylation and glucuronidation.

Approval Year

PubMed

PubMed

TitleDatePubMed
Toxicokinetics of amphetamines: metabolism and toxicokinetic data of designer drugs, amphetamine, methamphetamine, and their N-alkyl derivatives.
2002 Apr
Precursor medications as a source of methamphetamine and/or amphetamine positive drug testing results.
2002 May
[Falling sleep inopportunely: treatment of narcolepsy].
2008 Dec 11
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:29:19 GMT 2023
Edited
by admin
on Sat Dec 16 17:29:19 GMT 2023
Record UNII
0XU0V77JVE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMFETAMINIL
INN   MART.   WHO-DD  
INN  
Official Name English
amfetaminil [INN]
Common Name English
AMFETAMINIL [MART.]
Common Name English
AMPHETAMINIL
MI  
Common Name English
AMPHETAMINIL [MI]
Common Name English
Amfetaminil [WHO-DD]
Common Name English
AN 1
Brand Name English
NSC-67172
Code English
Classification Tree Code System Code
NCI_THESAURUS C47795
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
Code System Code Type Description
MERCK INDEX
m1850
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
241-560-8
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
SMS_ID
100000087198
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
CAS
17590-01-1
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
RXCUI
17813
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY RxNorm
NSC
67172
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
PUBCHEM
28615
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
WIKIPEDIA
AMPHETAMINIL
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
EVMPD
SUB05419MIG
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
NCI_THESAURUS
C74237
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
INN
4471
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104064
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
EPA CompTox
DTXSID80864783
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
DRUG CENTRAL
196
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
FDA UNII
0XU0V77JVE
Created by admin on Sat Dec 16 17:29:19 GMT 2023 , Edited by admin on Sat Dec 16 17:29:19 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY