Details
Stereochemistry | ACHIRAL |
Molecular Formula | C14H14N3.Cl.ClH |
Molecular Weight | 296.195 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.[Cl-].C[N+]1=C2C=C(N)C=CC2=CC3=C1C=C(N)C=C3
InChI
InChIKey=OEGQPXPIKZELFM-UHFFFAOYSA-N
InChI=1S/C14H13N3.2ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;;/h2-8H,1H3,(H3,15,16);2*1H
Molecular Formula | C14H13N3 |
Molecular Weight | 223.2731 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/19805192
https://en.wikipedia.org/wiki/Acriflavinium_chloride
Curator's Comment: description was created based on several sources, including
http://www.ncbi.nlm.nih.gov/pubmed/19805192
https://en.wikipedia.org/wiki/Acriflavinium_chloride
Acriflavine (ACF) is a topical antiseptic. The hydrochloride form is more irritating than the neutral form. It is derived from acridine. Commercial preparations are often mixtures with proflavine. Acriflavine was developed in 1912 by Paul Ehrlich, a German medical researcher, and was used during the First World War against sleeping sickness. ACF has known trypanocidal, antibacterial, and antiviral activities. Effects of ACF on cancer cells were first reported 50 years ago. By present time was demonstrated that ACF a drug, that binds directly to HIF-1 alpha and HIF-2 alpha and inhibits HIF-1 dimerization and transcriptional activity and thus has potent inhibitory effects on tumor growth and vascularization. Also Acriflavine in combination with 3,6-diaminoacridine (proflavine) could prove to be a potential antimalarial drug and its pharmacological action can be due to inhibition of gyrase activity. This is achieved through interaction of the ACF with the DNA substrate. This interaction may lead to conformation change in DNA unsuitable for binding of gyrase with DNA.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23281425
Curator's Comment: Known to be CNS penetrant in mouse. Human data not available.
Originator
Sources: http://global.britannica.com/science/acriflavine
Curator's Comment: in 1912 by the German medical-research worker Paul Ehrlich
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL612883 Sources: Acta Protozoologica (1974), 13, (11-20), 225-32. |
|||
Target ID: CHEMBL4261 |
|||
Target ID: CHEMBL1744522 |
|||
Target ID: CHEMBL2364041 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Curative | Unknown Approved UseUnknown |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:59:35 GMT 2023
by
admin
on
Fri Dec 15 15:59:35 GMT 2023
|
Record UNII |
0596YAL51J
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
6034-59-9
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY | |||
|
0596YAL51J
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY | |||
|
C026620
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY | |||
|
74727
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY | |||
|
163949
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY | |||
|
22394
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY | |||
|
227-911-8
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY | |||
|
300000040409
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY | |||
|
C87419
Created by
admin on Fri Dec 15 15:59:35 GMT 2023 , Edited by admin on Fri Dec 15 15:59:35 GMT 2023
|
PRIMARY |