Basic information
- CAS
10537-47-0- Standard SMILES
CC(C)(C)c1cc(C=C(C#N)C#N)cc(C(C)(C)C)c1O- InChIKey
MZOPWQKISXCCTP-UHFFFAOYSA-N- Molecular formula
- C18H22N2O
- Average molar mass
- 282.4 g/mol
- Monoisotopic mass
- 282.17321333
Overview
Malonoben is an alkylbenzene. It has a role as a geroprotector.
Names & identifiers
- Preferred name
- Tyrphostin 9
- IUPAC
- 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile
- English name
- TYRPHOSTIN A9
- Molecular formula
- C18H22N2O
- Molecular weight
- 282.38
Names & synonyms
Malonobentyrphostin A910537-47-0Tyrphostin 9RG-50872AG 1787TE8MRS65DTXSID1042106GCP-5126NSC-242557Propanedinitrile, 2-((3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl)methylene)-propanedinitrile, 2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-
Show more names
CS-743gcp5126RG 50872ent27910MALONABENMalonobene
RefChem:800802DTXCID9022106GCP 51262-(3,5-Di-tert-butyl-4-hydroxybenzylidene)malononitrileSF 6847ENT 27910MFCD00209853S-15126
Database identifiers
- CAS
10537-47-0- PubChem CID
- 5614
- DTXSID
DTXSID1042106- ChEMBL
CHEMBL78150- ChEBI
CHEBI:82168- UNII
- 87TE8MRS65
- EC Number
- 634-647-0
Properties
Computed structural properties
- XLogP
- 5
- Topological polar surface area
- 67.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 459
Experimental & physicochemical properties
Melting Point141 - 143 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 141 · 141-143℃ (ethanol )
- Boiling point
- 424.99 °C · 424.99°C (rough estimate)
- Density
- 1.0741 · 1.0741 (rough estimate)
- refractive index
- 1.57 · 1.5700 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 20 mg/mL · ethanol: 20 mg/mL
- form
- solid
- pka
- 7.55 · 7.55±0.40(Predicted)
- color
- yellow
- biological source
- synthetic (organic)
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
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
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- OO3737000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 2926.90.5050
- risk_code
- 23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 36/37/39-45
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard statements
- H301+H311
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 Oral
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Chemical agents that uncouple oxidation from phosphorylation in the metabolic cycle so that ATP synthesis does not occur. Included here are those IONOPHORES that disrupt electron transfer by short-circuiting the proton gradient across mitochondrial membranes.
Cellular LocationsMembrane
Applications
DescriptionTyrphostin 9 (10537-47-0) inhibits PDGF receptor tyrosine kinase (IC50= 1.2 μM)1and is a potent (10 nM) inhibitor of oxidative phosphorylation2. Inhibits cell growth by disrupting mitochondria.3 Tyrphostin 9 perturbs the golgi complex and blocks proliferation of vascular smooth muscle cells.4
UsesTyrphostin A9 can be used for inhibiting tyrosine kinase functions in C2C12 cells. It has also been used to disrupt membrane potential in mammalian cells.
UsesSF 6847 is an inhibitor of EGFR with IC50 of 460 μM.
UsesSelective inhibitor of PDGF receptor tyrosine kinase
General DescriptionA selective, cell-permeable, reversible, and substrate competitive inhibitor of the platelet-derived growth factor receptor tyrosine kinase (IC50 = 500 nM). Anti-proliferative agent. Uncoupler of oxidative phosphorylation. Induces apoptosis in vitro and cell growth arrest in NHL cell lines.
Upstream & downstream products
Upstream raw materials
Suppliers98 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…