Basic information
- CAS
56287-74-2- Standard SMILES
Cc1ccccc1-n1c(CF)nc2ccc(N)cc2c1=O- InChIKey
VDOSWXIDETXFET-UHFFFAOYSA-N- Molecular formula
- C16H14FN3O
- Average molar mass
- 283.3 g/mol
- Monoisotopic mass
- 283.11209024
Overview
Afloqualone is an organic molecular entity.
Names & identifiers
- Preferred name
- Afloqualone
- IUPAC
- 6-amino-2-(fluoromethyl)-3-(2-methylphenyl)quinazolin-4-one
- English name
- Afloqualone
- Molecular formula
- C16H14FN3O
- Molecular weight
- 283.3
Names & synonyms
afloqualone56287-74-2AiromateAfloqualonumDTXSID5022562AflocualonaCO4U2C8ORZDTXCID802562RefChem:5531426-amino-2-(fluoromethyl)-3-(o-tolyl)-4(3H)-quinazolinone6-Amino-2-fluoromethyl-3-(2-tolyl)-3H-quinazolin-4-oneArofuto
Show more names
H-495aroftHQ-495HQ 495AoqualoneAfloquanoneAfloqualone D7Afloqualone USP/EP/BP
4(3H)-Quinazolinone, 6-amino-2-(fluoromethyl)-3-(2-methylphenyl)-6-amino-2-(fluoromethyl)-3-(2-methylphenyl)quinazolin-4-one6-Amino-2-(fluoromethyl)-3-(2-methylphenyl)-quinazolin-4-one6-amino-2-(fluoromethyl)-3-(2-methylphenyl)-4(3H)-Quinazolinone6-Amino-2-(fluoromethyl)-3-o-tolyl-4(3H)-quinazolinoneMFCD008676936-amino-2-(fluoromethyl)-3-(o-tolyl)quinazolin-4(3H)-oneAfloqualon
Database identifiers
- CAS
56287-74-2- PubChem CID
- 2040
- DTXSID
DTXSID5022562- ChEMBL
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 58.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 439
Experimental & physicochemical properties
DrugsPharmaceuticals -> Nervous system -> Other nervous system drugs
Physicochemical properties
- Melting point
- 195 · 195-196°C
- Boiling point
- 492.5 · 492.5±55.0 °C(Predicted)
- Density
- 1.2529 · 1.2529 (estimate)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 2.73 · 2.73±0.70(Predicted)
- color
- White to Off-White
- InChI
- InChI=1S/C16H14FN3O/c1-10-4-2-3-5-14(10)20-15(9-17)19-13-7-6-11(18)8-12(13)16(20)21/h2-8H,9,18H2,1H3
- InChIKey
- VDOSWXIDETXFET-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(N)C=C2)C(=O)N(C2=CC=CC=C2C)C=1CF
- CAS DataBase Reference
- 56287 · 56287-74-2(CAS DataBase Reference)
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
Warning
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesEye Irrit. 2 (100%)
Safety data
- Toxicity
- LD50 in mice (mg/kg): 315.1 i.p. (Tani)
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Chemistry & industry
Pharmacology
Metabolism/MetabolitesAfloqualone has known human metabolites that include Afloqualone N-glucuronide.
MeSH Pharmacological Classification
A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358)
Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms.
Applications
DescriptionAfloqualone is a centrally acting muscle relaxant useful in the management of various spastic conditions, including cerebral palsy, cervical spondylosis, and multiple sclerosis. It is closely related to the hypnotidsedative methaqualone.
DescriptionAfloqualone (Item No. 21834) is an analytical reference standard categorized as a quinazolinone. This product is intended for research and forensic applications.
UsesAfloqualone acts as a muscle relaxant in humans and may be used in the treatment of muscle spasms affecting rheumatoid arthritis.
Upstream & downstream products
Upstream raw materials
Related reactions
6 records
Compound notes
Loading…