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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H15N
Molecular Weight 209.2863
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CENTANAFADINE

SMILES

[H][C@]12C[C@]1(CNC2)C3=CC4=C(C=CC=C4)C=C3

InChI

InChIKey=HKHCSWPSUSWGLI-CABCVRRESA-N
InChI=1S/C15H15N/c1-2-4-12-7-13(6-5-11(12)3-1)15-8-14(15)9-16-10-15/h1-7,14,16H,8-10H2/t14-,15+/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H15N
Molecular Weight 209.2863
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Centanafadine is an oral triple reuptake inhibitor that has been developed by DOV Pharmaceutical as a treatment for attention-deficit hyperactivity disorder (ADHD). Centanafadine works by modulating the activity of norepinephrine, dopamine, and serotonin, three neurotransmitters known to be relevant in patients with ADHD. In the human abuse liability study, immediate-release centanafadine demonstrated a reduced abuse potential compared with the schedule II stimulants d-amphetamine and lisdexamfetamine. Treatment with high doses of immediate-release centanafadine resulted in a markedly different profile than that of the comparators, with most subjects experiencing the acute onset of adverse effects, including nausea, vomiting, and dysphoria. Almost 2 hours after the administration of centanafadine, the test subjects reported “liking” at about two-thirds of the magnitude of amphetamines, a finding that may have indicated dopamine activity. However, unlike amphetamines, which provided an immediate positive experience, the subjects receiving centanafadine experienced negative effects before reaching that point.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacological characterization of the norepinephrine and dopamine reuptake inhibitor EB-1020: implications for treatment of attention-deficit hyperactivity disorder.
2012 Jun
Patents

Patents

Sample Use Guides

200 mg, BID (400 mg total daily dose)
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:27:08 GMT 2023
Edited
by admin
on Sat Dec 16 08:27:08 GMT 2023
Record UNII
D2A6T4UH9C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CENTANAFADINE
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
CENTANAFADINE, (+)-
Common Name English
3-AZABICYCLO(3.1.0)HEXANE, 1-(2-NAPHTHALENYL)-, (1R,5S)-
Systematic Name English
DOV-216419
Code English
centanafadine [INN]
Common Name English
DOV 216,419
Code English
Centanafadine [WHO-DD]
Common Name English
EB-1020
Code English
EB-1020 FREE BASE
Code English
CENTANAFADINE [USAN]
Common Name English
(1R,5S)-1-(Naphthalen-2-yl)-3-azabicyclo[3.1.0]hexane
Systematic Name English
Code System Code Type Description
SMS_ID
300000024926
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
FDA UNII
D2A6T4UH9C
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
DRUG BANK
DB14841
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
USAN
AB-15
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
PUBCHEM
16095349
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
CAS
924012-43-1
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
ChEMBL
CHEMBL3301621
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
NCI_THESAURUS
C171666
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
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WIKIPEDIA
Centanafadine
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
INN
10007
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID201045788
Created by admin on Sat Dec 16 08:27:09 GMT 2023 , Edited by admin on Sat Dec 16 08:27:09 GMT 2023
PRIMARY
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