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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=C(N)C=CC=C2

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
Application of alpha-aminoisobutyric acid, L-methionine, thymidine and 2-fluoro-2-deoxy-D-glucose to monitor effects of chemotherapy in a human colon carcinoma cell line.
1996-01
Dinaline inhibits amino acid transport and proliferation of colon carcinoma cells in vitro.
1995-11-01
Combination treatment based on metabolic effects of dinaline.
1995
Acetyldinaline: a new oral cytostatic drug with impressive differential activity against leukemic cells and normal stem cells--preclinical studies in a relevant rat model for human acute myelocytic leukemia.
1993-07-01
On the long-term toxic risk of dinaline.
1991-12-01
New cytostatics--more activity and less toxicity.
1990-09
Dinaline: a new oral drug against leukemia? Preclinical studies in a relevant rat model for human acute myelocytic leukemia (BNML).
1988-04
Autochthonous, acetoxymethylmethylnitrosamine-induced colorectal cancer in rats: a useful tool in selecting new active antineoplastic compounds?
1986-10
Synthesis, toxicity, and therapeutic efficacy of 4-amino-N-(2'-aminophenyl)-benzamide: a new compound preferentially active in slowly growing tumors.
1985-12
Effectiveness of P-aminobenzoyl-O-phenylenediamine (Goe 1734) against mouse, rat, and human tumour cells.
1985
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 Mon Mar 31 18:18:29 GMT 2025
Edited
by admin
on Mon Mar 31 18:18:29 GMT 2025
Record UNII
RG9G4Z82PY
Record Status Validated (UNII)
Record Version
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Name Type Language
DINALIN
INN  
INN  
Preferred Name English
DINALINE
Common 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 Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C79870
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
EPA CompTox
DTXSID3046114
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
MESH
C045838
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
EVMPD
SUB07190MIG
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
PUBCHEM
42725
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
SMS_ID
100000082670
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
INN
5689
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
ChEMBL
CHEMBL1351761
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
FDA UNII
RG9G4Z82PY
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
NSC
328786
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
CAS
58338-59-3
Created by admin on Mon Mar 31 18:18:29 GMT 2025 , Edited by admin on Mon Mar 31 18:18:29 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY