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Details

Stereochemistry ACHIRAL
Molecular Formula C13H13N3O
Molecular Weight 227.2618
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DINALINE

SMILES

NC1=CC=C(C=C1)C(=O)NC2=CC=CC=C2N

InChI

InChIKey=QGMGHALXLXKCBD-UHFFFAOYSA-N
InChI=1S/C13H13N3O/c14-10-7-5-9(6-8-10)13(17)16-12-4-2-1-3-11(12)15/h1-8H,14-15H2,(H,16,17)

HIDE SMILES / InChI

Molecular Formula C13H13N3O
Molecular Weight 227.2618
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Dinaline represents a group of pharmacologically active lipophilic substances with a relatively simple structure derived from N-acyl-o-phenylenediamine. It has been found to exhibit high antineoplastic activity in a series of slowly growing tumors such as chemically induced rat mammary and colorectal carcinomas, osteosarcoma C22LR and Brown Norway myeloid leukemia. The drug was inactive against many of the typically hypersensitive signal tumors, i.e. mouse leukemias P388 and L1210, sarcoma 180 and Yoshida sarcoma. Colon carcinoma cells exposed to dinaline demonstrate distinct but reversible changes in amino acid transport, protein metabolism, DNA synthesis and cell proliferation.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effectiveness of P-aminobenzoyl-O-phenylenediamine (Goe 1734) against mouse, rat, and human tumour cells.
1985
Synthesis, toxicity, and therapeutic efficacy of 4-amino-N-(2'-aminophenyl)-benzamide: a new compound preferentially active in slowly growing tumors.
1985 Dec
Dinaline: a new oral drug against leukemia? Preclinical studies in a relevant rat model for human acute myelocytic leukemia (BNML).
1988 Apr
New cytostatics--more activity and less toxicity.
1990 Sep
On the long-term toxic risk of dinaline.
1991 Dec 1
Combination treatment based on metabolic effects of dinaline.
1995
Patents

Sample Use Guides

Rat: 10, 7.7 and 5.9 mg/kg 5 days per week
Route of Administration: Oral
In Vitro Use Guide
An in vitro clonogenic assay did not reveal any activity of Goe 1734 when mouse osteosarcoma or human tumour cells were exposed for only 1 h. However, continuous exposure led to 70% or greater inhibition of colony formation at concentrations of 0.1-1 ug/ml (osteosarcoma) or 0.2-2 ug/ml (human tumours).
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:04:49 GMT 2023
Edited
by admin
on Fri Dec 15 16:04:49 GMT 2023
Record UNII
RG9G4Z82PY
Record Status Validated (UNII)
Record Version
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Name Type Language
DINALINE
Common Name English
DINALIN
INN  
INN  
Official Name English
dinalin [INN]
Common Name English
2',4-DIAMINOBENZANILIDE
Systematic Name English
NSC-328786
Code English
Classification Tree Code System Code
NCI_THESAURUS C1946
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C79870
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID3046114
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
MESH
C045838
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
EVMPD
SUB07190MIG
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
PUBCHEM
42725
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
SMS_ID
100000082670
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
INN
5689
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
ChEMBL
CHEMBL1351761
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
FDA UNII
RG9G4Z82PY
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
NSC
328786
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
CAS
58338-59-3
Created by admin on Fri Dec 15 16:04:49 GMT 2023 , Edited by admin on Fri Dec 15 16:04:49 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY