9-Phenylacridine
Basic information
- CAS
602-56-2- Standard SMILES
c1ccc(-c2c3ccccc3nc3ccccc23)cc1- InChIKey
MTRFEWTWIPAXLG-UHFFFAOYSA-N- Molecular formula
- C19H13N
- Average molar mass
- 255.3 g/mol
- Monoisotopic mass
- 255.10479942
Overview
has antineoplastic activity
Names & identifiers
- Preferred name
- 9-Phenylacridine
- IUPAC
- 9-phenylacridine
- English name
- 9-Phenylacridine
- Molecular formula
- C19H13N
- Molecular weight
- 255.31
Names & synonyms
9-Phenylacridine602-56-2Acridine, 9-phenyl-9-phenyl acridineDTXSID00870669RefChem:108183DTXCID00818369210-020-3MFCD00092562NSC62730EINECS 210-020-3BIDD:GT0658
Show more names
9-PAPI-9-PAphenylacridine9-phenyl-acridin9-Phenylacridine>Acridine, 9-phenyl-9-Phenylacridin (9-PA)3-propan-2-yloxy-1-cyclohex-2-enoneTIANFU-CHEM CAS:602-56-2 9-Phenylacridine
SCHEMBL194068NSC-62730SY055415P1198D708669-Phenyl-acridineBCP25850CHEMBL332209
Database identifiers
- CAS
602-56-2- PubChem CID
- 69041
- DTXSID
DTXSID00870669- ChEMBL
CHEMBL332209- EC Number
- 210-020-3
- Nikkaji
- J79.701D
Properties
Computed structural properties
- XLogP
- 5.2
- Topological polar surface area
- 12.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 298
Physicochemical properties
- Melting point
- 184 °C · 184°C
- Boiling point
- 388.54 °C · 388.54°C (rough estimate)
- Density
- 0.9418 · 0.9418 (rough estimate)
- refractive index
- 1.65 · 1.6500 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 5.45 · 5.45±0.10(Predicted)
- color
- Light yellow to Amber to Dark green
- InChI
- InChI=1S/C19H13N/c1-2-8-14(9-3-1)19-15-10-4-6-12-17(15)20-18-13-7-5-11-16(18)19/h1-13H
- InChIKey
- MTRFEWTWIPAXLG-UHFFFAOYSA-N
- SMILES
- C1C2C(=NC3C(C=2C2=CC=CC=C2)=CC=CC=3)C=CC=1
- CAS DataBase Reference
- 602 · 602-56-2(CAS DataBase Reference)
- NIST Chemistry Reference
- 9 · Acridine, 9-phenyl-(602-56-2)
- EPA Substance Registry System
- 9 · Acridine, 9-phenyl- (602-56-2)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 94.8% (55 of 58) of all reports.
Not Classified
Aggregated GHS information provided per 58 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Hazard Classes and CategoriesNot Classified
Safety data
- tsca
- TSCA listed
- hs_code
- 2933.99.8210
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationAcridine, 9-phenyl-: ACTIVE
Applications
UsesResearch has found that 9-phenylacridine (ACPH) exhibited anticancer activity in cell lines and in vivo animal models. Bioinformatics studies have indicated that it could have topoisomerase I inhibitory activity. It could also act as a PARP 1 inhibitor and was very effective in combination with cisplatin in cell line-based assays. ACPH also satisfied all criteria for a candidate drug from the Lipinski rule and showed good cell uptake. ACPH alone was effective in the A375 melanoma cell line. ACPH could be used as a promising new photosensitizer[1-2]. 9-Phenylacridine is the parent base of chrysaniline or 3,6-diamino-9- phenylacridine, the chief constituent of the dyestuff phosphine. It is commonly used in the electronics industry as a free radical photoinitiator, significantly improving photo speed.
Description9-Phenylacridine has antitumour activity. It can be used as a photosensitiser and can sensitise UVA-induced DNA damage in vitro and in cells. It also enhances cell killing by UVA. In addition. It is also used in photochemical research and as a raw material for organic synthesis.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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