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Details

Stereochemistry ACHIRAL
Molecular Formula C18H21N5O2S
Molecular Weight 371.457
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMOCARZINE

SMILES

CN1CCN(CC1)C(=S)NC2=CC=C(NC3=CC=C(C=C3)[N+]([O-])=O)C=C2

InChI

InChIKey=UFLRJROFPAGRPN-UHFFFAOYSA-N
InChI=1S/C18H21N5O2S/c1-21-10-12-22(13-11-21)18(26)20-16-4-2-14(3-5-16)19-15-6-8-17(9-7-15)23(24)25/h2-9,19H,10-13H2,1H3,(H,20,26)

HIDE SMILES / InChI

Molecular Formula C18H21N5O2S
Molecular Weight 371.457
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Amocarzine is an antifilarial antihelminthic drug, derived from amoscanate, that is active against the adult worms of Onchocerca volvulus. In animal studies of filarial infections, amocarzine showed promise as a macrofilaricidal drug and was afterward extensively tried in humans. Amocrazine has an adverse effects: dizziness, itching and rush. There were reversible neurological symptoms, such as impaired coordination and a positive Romberg’s sign. In a study from Ghana, the combination of ivermectin and amocarzine was not more effective than ivermectine alone and adverse effects were more severe. Amocarzine has no role in the treatment of onchocerciasis in Africa. In silico data emphasize that amocarzine could be potential lead compound that can be further developed into nematicidal chemical against Bursaphelenchus xylophilus.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:34:44 GMT 2023
Edited
by admin
on Fri Dec 15 16:34:44 GMT 2023
Record UNII
99807U412Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMOCARZINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
AMOCARZINE [MI]
Common Name English
4-METHYL-4'-(P-NITROANILINO)THIO-1-PIPERAZINECARBOXANILIDE
Common Name English
amocarzine [INN]
Common Name English
AMOCARZINE [MART.]
Common Name English
Amocarzine [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
Code System Code Type Description
INN
6409
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
EVMPD
SUB05469MIG
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
MESH
C051744
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
ChEMBL
CHEMBL469328
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
NCI_THESAURUS
C72145
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
DRUG CENTRAL
185
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
MERCK INDEX
m1838
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY Merck Index
SMS_ID
100000087406
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
PUBCHEM
5464102
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
CAS
36590-19-9
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
CHEBI
38946
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
FDA UNII
99807U412Y
Created by admin on Fri Dec 15 16:34:44 GMT 2023 , Edited by admin on Fri Dec 15 16:34:44 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY