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DL-amphetamine
(Q179452)
Item
Discussion
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From Wikidata
pair of enantiomers
1-phenyl-2-aminopropane
α-methylbenzeneethaneamine
α-methylphenethylamine
β-aminopropylbenzene
β-phenylisopropylamine
(±)-amphetamine
1-phenylpropan-2-amin
alpha-methylbenzeneethaneamine
amfetamine
beta-aminopropylbenzene
beta-phenylisopropylamin
beta-phenylisopropylamine
desoxynorephedrine
alpha-methylphenethylamine
Amphetamine, alpha-methylphenethylamine
beta-Aminopropylbenzene
1-Phenylpropan-2-amin
beta-Phenylisopropylamine
rac-amphetamine
rac-(2R)-1-phenylpropan-2-amine
alpha-Methylbenzeneethaneamine
alpha-methylphenylethylamine
amphetamine
goey
louee
speed
uppers
whiz
edit
Language
Label
Description
Also known as
default for all languages
No label defined
–
English
DL-amphetamine
pair of enantiomers
1-phenyl-2-aminopropane
α-methylbenzeneethaneamine
α-methylphenethylamine
β-aminopropylbenzene
β-phenylisopropylamine
(±)-amphetamine
1-phenylpropan-2-amin
alpha-methylbenzeneethaneamine
amfetamine
beta-aminopropylbenzene
beta-phenylisopropylamin
beta-phenylisopropylamine
desoxynorephedrine
alpha-methylphenethylamine
Amphetamine, alpha-methylphenethylamine
beta-Aminopropylbenzene
1-Phenylpropan-2-amin
beta-Phenylisopropylamine
rac-amphetamine
rac-(2R)-1-phenylpropan-2-amine
alpha-Methylbenzeneethaneamine
alpha-methylphenylethylamine
amphetamine
goey
louee
speed
uppers
whiz
Statements
instance of
group of stereoisomers
0 references
subclass of
amphetamines
0 references
1-phenylpropan-2-amine alkaloid
1 reference
inferred from
1-phenylpropan-2-amine alkaloid
part of
response to amphetamine
subject has role
reactant
1 reference
stated in
Gene Ontology release 2019-11-16
cellular response to amphetamine
subject has role
reactant
1 reference
stated in
Gene Ontology release 2019-11-16
has use
medication
0 references
chemical structure
Amphetamine-2D-skeletal.svg
512 × 266; 367 bytes
media legend
struktura amfetaminy bez wskazanej stereochemii cząsteczki
(Polish)
structure of amphetamine with undefined stereochemistry
(English)
0 references
chemical formula
C₉H₁₃N
1 reference
stated in
PubChem
PubChem CID
3007
language of work or name
English
title
AMPHETAMINE
(English)
retrieved
19 November 2016
canonical SMILES
CC(CC1=CC=CC=C1)N
1 reference
stated in
PubChem
PubChem CID
3007
language of work or name
English
title
AMPHETAMINE
(English)
retrieved
19 November 2016
density
0.936
gram per cubic metre
temperature
25
degree Celsius
1 reference
stated in
PubChem
reference URL
https://pubchem.ncbi.nlm.nih.gov/compound/amphetamine#section=Density
title
Amphetamine
(English)
melting point
11.3
degree Celsius
1 reference
reference URL
http://www.chemspider.com/Chemical-Structure.13852819.html%7C
title
Amphetamine
(English)
boiling point
203
degree Celsius
1 reference
stated in
PubChem
PubChem CID
3007?from=summary#section=Chemical-and-Physical-Properties
defined daily dose
15
milligram
route of administration
oral administration
1 reference
reference URL
https://www.whocc.no/atc_ddd_index/?code=N06BA01
15
milligram
route of administration
parenteral route of administration
1 reference
reference URL
https://www.whocc.no/atc_ddd_index/?code=N06BA01
active ingredient in
Evekeo
1 reference
stated in
RxNorm
RxNorm CUI
1600688
retrieved
14 February 2018
Adzenys
1 reference
stated in
RxNorm
RxNorm CUI
1739804
retrieved
14 February 2018
Dyanavel
1 reference
stated in
RxNorm
RxNorm CUI
1720587
retrieved
14 February 2018
Adderall
0 references
Benzedrine
0 references
World Health Organisation international non-proprietary name
amfetaminum
(Latin)
0 references
amfetamine
(English)
0 references
amfétamine
(French)
0 references
anfetamina
(Spanish)
0 references
амфетамин
(Russian)
0 references
أمفيتامين
(Arabic)
0 references
苯丙胺
(Chinese)
0 references
found in taxon
Senegalia berlandieri
1 reference
stated in
Toxic amines and alkaloids from Acacia berlandieri
medical condition treated
attention deficit hyperactivity disorder
1 reference
stated in
NDF-RT
NDF-RT ID
N0000147705
language of work or name
English
retrieved
13 December 2016
narcolepsy
1 reference
stated in
NDF-RT
NDF-RT ID
N0000147705
language of work or name
English
retrieved
13 December 2016
obesity
1 reference
reference URL
https://www.evekeo.com/pdfs/evekeo-pi.pdf
title
Evekeo (Prescribing information)
(English)
publisher
Arbor Pharmaceuticals (United States)
retrieved
30 July 2017
significant drug interaction
isocarboxazid
1 reference
stated in
High-priority drug–drug interactions for use in electronic health records
phenelzine
1 reference
stated in
High-priority drug–drug interactions for use in electronic health records
procarbazine
1 reference
stated in
High-priority drug–drug interactions for use in electronic health records
(±)-deprenyl
1 reference
stated in
High-priority drug–drug interactions for use in electronic health records
tranylcypromine
1 reference
stated in
High-priority drug–drug interactions for use in electronic health records
physically interacts with
Trace amine associated receptor 1
subject has role
agonist
1 reference
imported from Wikimedia project
English Wikipedia
5-hydroxytryptamine receptor 1A
subject has role
ligand
1 reference
imported from Wikimedia project
English Wikipedia
solute carrier family 1 member 1
subject has role
reuptake inhibitor
1 reference
imported from Wikimedia project
English Wikipedia
Solute carrier family 18 member A2
subject has role
reuptake inhibitor
1 reference
imported from Wikimedia project
English Wikipedia
Flavin containing dimethylaniline monoxygenase 3
subject has role
enzyme substrate
3 references
title
Foye's principles of medicinal chemistry
(English)
edition number
7
page(s)
648
reference URL
https://books.google.com/books?id=Sd6ot9ul-bUC&pg=PA648#v=onepage&q&f=false
ISBN-13
9781609133450
title
Mammalian flavin-containing monooxygenases: structure/function, genetic polymorphisms and role in drug metabolism
(English)
DOI
10.1016/J.PHARMTHERA.2005.01.001
publication date
June 2005
PMC publication ID
1828602
PubMed publication ID
15922018
title
N-oxygenation of amphetamine and methamphetamine by the human flavin-containing monooxygenase (form 3): role in bioactivation and detoxication
(English)
reference URL
http://jpet.aspetjournals.org/content/288/3/1251.long
publication date
March 1999
PubMed publication ID
10027866
cytochrome P450 family 2 subfamily D member 6
product or material produced
(RS)-4-hydroxyamphetamine
subject has role
enzyme substrate
1 reference
title
Adderall XR (Prescribing information)
(English)
reference URL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2013/021303s026lbl.pdf
publisher
Shire plc
publication date
November 2013
dopamine beta-hydroxylase
product or material produced
(+)-norephedrin
subject has role
enzyme substrate
2 references
title
Foye's principles of medicinal chemistry
(English)
edition number
7
page(s)
648
reference URL
https://books.google.com/books?id=Sd6ot9ul-bUC&pg=PA648#v=onepage&q&f=false
ISBN-13
9781609133450
title
Dopamine-beta-hydroxylase. Stereochemical course of the reaction
(English)
reference URL
http://www.jbc.org/content/249/2/454.full.pdf
publication date
January 1974
PubMed publication ID
4809526
Solute carrier family 6 member 2
subject has role
releasing agent
1 reference
stated in
Open Targets Platform
retrieved
14 August 2023
reference URL
https://platform.opentargets.org/drug/CHEMBL405
solute carrier family 6 member 3
subject has role
releasing agent
1 reference
stated in
Open Targets Platform
retrieved
14 August 2023
reference URL
https://platform.opentargets.org/drug/CHEMBL405
legal status (medicine)
boxed warning
1 reference
reference URL
https://nctr-crs.fda.gov/fdalabel/ui/spl-summaries/criteria/343802
title
FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.
(English)
pregnancy category
US pregnancy category C
1 reference
imported from Wikimedia project
English Wikipedia
mass
135.104799
dalton
1 reference
stated in
PubChem
PubChem CID
3007
language of work or name
English
title
AMPHETAMINE
(English)
retrieved
4 October 2016
described by source
Opium Law
0 references
subject has role
dopamine reuptake inhibitor
2 references
stated in
NDF-RT
NDF-RT ID
N0000147705
retrieved
5 March 2018
stated in
Medical Subject Headings
MeSH descriptor ID
D000661
retrieved
15 March 2018
monoamine oxidase inhibitor
1 reference
stated in
NDF-RT
NDF-RT ID
N0000147705
retrieved
5 March 2018
adrenergic uptake inhibitors
2 references
stated in
NDF-RT
NDF-RT ID
N0000147705
retrieved
5 March 2018
stated in
Medical Subject Headings
MeSH descriptor ID
D000661
retrieved
15 March 2018
adrenergic agent
1 reference
stated in
Medical Subject Headings
MeSH descriptor ID
D000661
retrieved
15 March 2018
sympathomimetic drug
1 reference
stated in
Medical Subject Headings
MeSH descriptor ID
D000661
retrieved
15 March 2018
stimulant
1 reference
stated in
Medical Subject Headings
MeSH descriptor ID
D000661
retrieved
15 March 2018
dopaminergic
1 reference
stated in
Medical Subject Headings
MeSH descriptor ID
D000661
retrieved
15 March 2018
nootropic
0 references
different from
D-methamphetamine
1 reference
inferred from
D-methamphetamine
Commons category
Amphetamine
0 references
topic's main category
Category:Amphetamine
1 reference
imported from Wikimedia project
English Wikipedia
Identifiers
GND ID
4122043-2
1 reference
imported from Wikimedia project
German Wikipedia
NDL Authority ID
00560259
0 references
Dewey Decimal Classification
362.2995
1 reference
stated in
Integrated Authority File
GND ID
4122043-2
retrieved
23 November 2025
613.84
1 reference
stated in
Integrated Authority File
GND ID
4122043-2
retrieved
23 November 2025
615.785
1 reference
stated in
Integrated Authority File
GND ID
4122043-2
retrieved
23 November 2025
616.864
1 reference
stated in
Integrated Authority File
GND ID
4122043-2
retrieved
23 November 2025
InChI
InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3
1 reference
stated in
PubChem
PubChem CID
3007
language of work or name
English
title
AMPHETAMINE
(English)
retrieved
19 November 2016
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N
1 reference
stated in
PubChem
PubChem CID
3007
language of work or name
English
title
AMPHETAMINE
(English)
retrieved
19 November 2016
CAS Registry Number
300-62-9
2 references
stated in
Global Substance Registration System
UNII
CK833KGX7E
language of work or name
English
title
amphetamine
(English)
retrieved
19 November 2016
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N
stated in
CAS Common Chemistry
retrieved
9 April 2021
reference URL
https://commonchemistry.cas.org/detail?cas_rn=300-62-9
60-15-1
reason for deprecated rank
replaced entity
0 references
17108-96-2
reason for deprecated rank
obsolete
0 references
96332-84-2
reason for deprecated rank
replaces
0 references
ChemSpider ID
13852819
1 reference
stated in
ChemSpider
ChemSpider ID
13852819
language of work or name
English
title
Amphetamine
(English)
retrieved
19 November 2016
PubChem CID
3007
2 references
stated in
PubChem
PubChem CID
3007
language of work or name
English
title
AMPHETAMINE
(English)
retrieved
19 November 2016
matched by identifier from
InChIKey
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N
Reaxys registry number
507867
0 references
Gmelin number
406210
0 references
ChEBI ID
132233
mapping relation type
exact match
2 references
stated in
ChEBI release 2021-03-01
matched by identifier from
International Chemical Identifier
InChI
InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3
ChEMBL ID
CHEMBL405
1 reference
stated in
ChEMBL
ChEMBL ID
CHEMBL405
language of work or name
English
title
AMPHETAMINE
(English)
retrieved
19 November 2016
SureChEMBL ID
8858
2 references
based on heuristic
inferred from InChIKey
matched by identifier from
InChIKey
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N
UniChem compound ID
612615
1 reference
stated in
UniChem
MassBank accession ID
MSBNK-Athens_Univ-AU154001
0 references
MSBNK-Athens_Univ-AU154002
0 references
MSBNK-Athens_Univ-AU154007
0 references
MSBNK-Athens_Univ-AU154008
0 references
MSBNK-Athens_Univ-AU154030
0 references
MSBNK-Eawag-EA282201
0 references
MSBNK-Eawag-EA282202
0 references
MSBNK-Eawag-EA282203
0 references
MSBNK-Eawag-EA282204
0 references
MSBNK-Eawag-EA282205
0 references
MSBNK-Eawag-EA282206
0 references
MSBNK-Eawag-EA282207
0 references
MSBNK-Eawag-EA282208
0 references
MSBNK-Eawag-EA282209
0 references
MSBNK-Eawag-EA282210
0 references
MSBNK-Eawag-EA282211
0 references
MSBNK-Eawag-EA282212
0 references
MSBNK-Eawag-EA282213
0 references
MSBNK-Eawag-EA282214
0 references
MSBNK-Waters-WA000407
0 references
MSBNK-Waters-WA000408
0 references
MSBNK-Waters-WA000409
0 references
MSBNK-Waters-WA000410
0 references
SPLASH
splash10-014i-0900000000-8cb9815fcd67a6b46f05
0 references
splash10-014i-3900000000-5ec7b13e93ed8e0dc0b5
0 references
splash10-014u-3900000000-bbb73c900841d90c0ba1
0 references
splash10-0006-9400000000-074f0f58bee23b3ea45a
0 references
splash10-0006-9100000000-96e214b1c073232acc7e
0 references
splash10-0006-9000000000-b6e1299382e4b38f6c4f
0 references
splash10-0006-9000000000-2ed560c4c86538c3e790
0 references
splash10-0006-9000000000-6ddaf7d40e83a5c70c37
0 references
splash10-014u-3900000000-5a23e52436daebe58716
0 references
splash10-0006-9500000000-f28704987cc3eacc8917
0 references
splash10-0006-9100000000-421879391d3453649aad
0 references
splash10-0006-9000000000-f8b71db6439096bac2b0
0 references
splash10-0006-9000000000-270039c50b5f89d9c4ad
0 references
splash10-0006-9000000000-e84756122a0b431eee74
0 references
splash10-014i-3900000000-20cdadf7c5b742c53087
0 references
splash10-0006-9000000000-98cd0a725199f943d6cf
0 references
CAMEO Chemicals ID
4862
0 references
ZVG number
490189
1 reference
imported from Wikimedia project
German Wikipedia
HSDB ID
3287
1 reference
stated in
Hazardous Substances Data Bank
HSDB ID
3287
publication date
28 October 2019
title
AMPHETAMINE
(English)
retrieved
10 May 2021
DSSTox substance ID
DTXSID4022600
2 references
stated in
Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard
matched by identifier from
InChIKey
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N
DSSTOX compound identifier
DTXCID402600
0 references
EC number
206-096-2
1 reference
stated in
Global Substance Registration System
UNII
CK833KGX7E
language of work or name
English
title
amphetamine
(English)
retrieved
19 November 2016
ECHA Substance Infocard ID
100.005.543
1 reference
stated in
ECHA Substance Infocard database
ECHA Substance Infocard ID
100.005.543
retrieved
27 December 2018
title
Amphetamine
(English)
quotation
CAS no.: 300-62-9
(English)
ATC code
N06BA01
1 reference
stated in
DrugBank
DrugBank ID
DB00182
language of work or name
English
title
Amphetamine
(English)
publication date
17 November 2015
World Health Organisation international non-proprietary name numeric ID
377
0 references
Guide to Pharmacology Ligand ID
4804
1 reference
stated in
IUPHAR/BPS Guide to PHARMACOLOGY
Guide to Pharmacology Ligand ID
4804
language of work or name
English
title
amphetamine
(English)
retrieved
19 November 2016
MeSH descriptor ID
D000661
subject named as
Amphetamine
0 references
MeSH tree code
D02.092.471.683.152.110
broader concept
amphetamines
0 references
RxNorm CUI
725
1 reference
stated in
Global Substance Registration System
UNII
CK833KGX7E
language of work or name
English
title
amphetamine
(English)
retrieved
19 November 2016
DrugBank ID
DB00182
1 reference
matched by identifier from
InChIKey
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N
Human Metabolome Database ID
HMDB0014328
2 references
based on heuristic
inferred from InChIKey
matched by identifier from
InChIKey
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N
UNII
CK833KGX7E
2 references
stated in
Global Substance Registration System
UNII
CK833KGX7E
language of work or name
English
title
amphetamine
(English)
retrieved
19 November 2016
matched by identifier from
InChIKey
InChIKey
KWTSXDURSIMDCE-UHFFFAOYSA-N
MedlinePlus drug identifier
a616004
subject named as
amphetamine
0 references
NDF-RT ID
N0000147705
1 reference
stated in
Global Substance Registration System
UNII
CK833KGX7E
language of work or name
English
title
amphetamine
(English)
retrieved
19 November 2016
Probes And Drugs ID
PD010185
0 references
DrugCentral ID
195
1 reference
stated in
UniChem
KEGG ID
C07514
1 reference
stated in
ChEMBL
ChEMBL ID
CHEMBL405
language of work or name
English
title
Amphetamine
(English)
retrieved
19 January 2016
Ávvir topic ID
amfetamiidna
0 references
BabelNet ID
00003615n
1 reference
stated in
BabelNet
BNCF Thesaurus ID
73149
0 references
Encyclopædia Britannica Online ID
science/amphetamine
subject named as
amphetamine
0 references
Encyclopædia Universalis ID
amphetamines
0 references
Freebase ID
/m/0_0j
1 reference
stated in
Freebase Data Dumps
publication date
28 October 2013
Google Knowledge Graph ID
/g/121xk39z
0 references
Gran Enciclopèdia Catalana ID
amfetamina
0 references
Gran Enciclopèdia Catalana ID (former scheme)
0077594
0 references
KBpedia ID
Amphetamine
1 reference
stated in
KBpedia
retrieved
9 July 2020
Lex ID
amfetamin
0 references
Microsoft Academic ID
2777193897
0 references
2910867446
0 references
Namuwiki ID
암페타민
0 references
OmegaWiki Defined Meaning
804445
0 references
OpenAlex ID
C2777193897
1 reference
stated in
OpenAlex
retrieved
26 January 2022
reference URL
https://docs.openalex.org/download-snapshot/snapshot-data-format
archive URL
https://web.archive.org/web/20220125070108/https://docs.openalex.org/download-snapshot/snapshot-data-format
archive date
25 January 2022
Quora topic ID
Amphetamines
1 reference
stated in
Quora
RationalWiki ID
Amphetamines
0 references
Römpp online ID
RD-01-02214
1 reference
imported from Wikimedia project
German Wikipedia
Treccani ID
anfetamina
subject named as
anfetamina
1 reference
imported from Wikimedia project
Italian Wikipedia
Wikimedia import URL
https://it.wikipedia.org/w/index.php?title=Amfetamina&oldid=123600772
Treccani's Universo del corpo ID
anfetamine
subject named as
Anfetamine
author name string
Claudio Castellano
publication date
1999
0 references
UMLS CUI
C0002658
1 reference
stated in
Global Substance Registration System
UNII
CK833KGX7E
language of work or name
English
title
amphetamine
(English)
retrieved
19 November 2016
WikiProjectMed ID
Amphetamine
0 references
WikiSkripta article ID
36942
0 references
WordNet 3.1 Synset ID
02707012-n
1 reference
stated in
GF WordNet
Yale LUX ID
concept/be9d6d81-dd7c-457f-8e2b-1082216c22aa
0 references
Yle topic ID
18-218682
0 references
YSA ID
Y112180
0 references
YSO ID
5463
0 references
Sitelinks
Wikipedia
(63 entries)
edit
afwiki
Amfetamien
arwiki
أمفيتامين
arzwiki
امفيتامين
azwiki
Amfetamin
bgwiki
Амфетамин
cawiki
Amfetamina
cswiki
Amfetamin
cywiki
Amffetamin
dawiki
Amfetamin
dewiki
Amphetamin
elwiki
Αμφεταμίνη
enwiki
Amphetamine
eowiki
Amfetamino
eswiki
Anfetamina
etwiki
Amfetamiin
euwiki
Anfetamina
fawiki
آمفتامین
fiwiki
Amfetamiini
fowiki
Amfetamin
frwiki
Amphétamine
gawiki
Amfataimín
glwiki
Anfetamina
gotwiki
𐌰𐌼𐍆𐌰𐌹𐍄𐌰𐌼𐌴𐌹𐌽𐍃
hewiki
אמפטמין
hiwiki
एम्फिटामाइन
hrwiki
Amfetamin
huwiki
Amfetamin
hywiki
Ամֆետամին
idwiki
Amfetamin
iowiki
Amfetamino
iswiki
Amfetamín
itwiki
Amfetamina
jawiki
アンフェタミン
kowiki
암페타민
lawiki
Amphetaminum
lfnwiki
Amfetamina
ltwiki
Amfetaminas
lvwiki
Amfetamīns
mnwiki
Амфетамин
mswiki
Amfetamina
nlwiki
Amfetamine
nnwiki
Amfetamin
nowiki
Amfetamin
orwiki
ଆମ୍ଫେଟାମିନ
plwiki
Amfetamina
ptwiki
Anfetamina
rowiki
Amfetamină
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