U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H9NO
Molecular Weight 135.1632
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of O-TOLUAMIDE

SMILES

CC1=C(C=CC=C1)C(N)=O

InChI

InChIKey=XXUNIGZDNWWYED-UHFFFAOYSA-N
InChI=1S/C8H9NO/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H2,9,10)

HIDE SMILES / InChI

Molecular Formula C8H9NO
Molecular Weight 135.1632
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
A versatile total synthesis of benzo[c]phenanthridine and protoberberine alkaloids using lithiated toluamide-benzonitrile cycloaddition.
2004 Apr 16
Application of coupling reaction between lithiated toluamide and benzonitrile for the synthesis of phenolic benzo[c]phenanthridine alkaloid, oxyterihanine.
2008 Jan
First total synthesis of the phenolic 7,8-dihydro-8-oxoprotoberberine alkaloid, cerasonine.
2008 Jul
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:01:34 GMT 2023
Edited
by admin
on Fri Dec 15 18:01:34 GMT 2023
Record UNII
13WGF92B0H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
O-TOLUAMIDE
MI  
Common Name English
O-TOLUAMIDE [MI]
Common Name English
2-METHYLBENZAMIDE
Systematic Name English
NSC-2169
Code English
METHYLBENZAMIDE, 2-
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
208-427-6
Created by admin on Fri Dec 15 18:01:34 GMT 2023 , Edited by admin on Fri Dec 15 18:01:34 GMT 2023
PRIMARY
PUBCHEM
10704
Created by admin on Fri Dec 15 18:01:34 GMT 2023 , Edited by admin on Fri Dec 15 18:01:34 GMT 2023
PRIMARY
CAS
527-85-5
Created by admin on Fri Dec 15 18:01:34 GMT 2023 , Edited by admin on Fri Dec 15 18:01:34 GMT 2023
PRIMARY
NSC
2169
Created by admin on Fri Dec 15 18:01:34 GMT 2023 , Edited by admin on Fri Dec 15 18:01:34 GMT 2023
PRIMARY
FDA UNII
13WGF92B0H
Created by admin on Fri Dec 15 18:01:34 GMT 2023 , Edited by admin on Fri Dec 15 18:01:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID6025569
Created by admin on Fri Dec 15 18:01:34 GMT 2023 , Edited by admin on Fri Dec 15 18:01:34 GMT 2023
PRIMARY
MERCK INDEX
m10957
Created by admin on Fri Dec 15 18:01:34 GMT 2023 , Edited by admin on Fri Dec 15 18:01:34 GMT 2023
PRIMARY Merck Index