6-Amino-N-[3-[4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl]phenyl]-3-pyridinecarboxamide
Synonym(s):6-Amino-N-(3-(4-(4-morpholinyl)pyrido[3ʹ2ʹ:4,5]furo[3,2-d]pyrimidin-2-yl)phenyl)-3-pyridine carboxamide, PtdIns3P 5-KInase Inhibitor, YM201636;PIKfyve Inhibitor - CAS 371942-69-7 - Calbiochem
- CAS NO.:371942-69-7
- Empirical Formula: C25H21N7O3
- Molecular Weight: 467.48
- MDL number: MFCD16038303
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-18 11:31:15
What is 6-Amino-N-[3-[4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl]phenyl]-3-pyridinecarboxamide?
The Uses of 6-Amino-N-[3-[4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl]phenyl]-3-pyridinecarboxamide
YM 201636 is a phosphatidylinositol phosphate kinase PIP5KIII (PIKfyve) inhibitor and significantly reduces the survival of primary mouse hippocampal neurons in culture. YM-201636 treatment increases the level of the autophagosomal marker protein LC3-II.
What are the applications of Application
YM201636 is a selective, potent inhibitor of phosphatidylinositol phosphate kinase PIKfyve that can completely block PI 3-kinase activation.
Definition
ChEBI: 6-amino-N-[3-[4-(4-morpholinyl)-2-pyrido[2,3]furo[2,4-b]pyrimidinyl]phenyl]-3-pyridinecarboxamide is an aromatic amide.
General Description
A cell-permeable pyridofuropyrimidine compound that selectively inhibits mammalian type III PtdInsP kinase (IC50 = 33 nM and >5 μM using murine PIKfyve and yeast Fab1, respectively), while exhibiting much reduced activity against p110α (IC50 = 3.3 μM) and little activity against type IIγ PtdInsP kinase even at concentrations as high as 10 μM. Shown to block serum-induced PtdIns(3,5)P2 production in NIH3T3 cells (80% inhibition at 800 nM) and disrupt cellular endosomal transport in a reversible manner.
Biological Activity
ym201636 is a potent, selective and cell-permeable inhibitor of mammalian class iii phosphatidylinositol phosphate kinase pikfyve with ic50 value of 33nm [1].the pyridofuropyrimidine compound, ym201636, is a small-molecule inhibitor of pikfyve. in the in vitro assay, it inhibits pikfyve with ic50 value of 33nm and shows no inhibition of yeast orthologue of pikfyve. it inhibits ptdins3p p110α and type iα ptdinsp kinase with ic50 values of 3μm and > 2μm, respectively. the type iiγ ptdinsp kinase is found to be insensitive to ym201636. in serum-starved nih3t3 cells, ym201636 inhibits ptdins (3, 5) p2 production by 80% at concentration of 800nm. acute treatment of ym201636 to mefs, mdck, mcf10a, cos7 and nih3t3 cells causes the formation of large vesicular structures. besides that, ym201636 is also found to reduce the akt phosphorylation and glut4 cell surface translocation through inhibiting the insulin-dependent class i pi 3k activation [1, 2].
References
[1] jefferies h b j, cooke f t, jat p, et al. a selective pikfyve inhibitor blocks ptdins (3, 5) p2 production and disrupts endomembrane transport and retroviral budding. embo reports, 2008, 9(2): 164-170.
[2] ikonomov o c, sbrissa d, shisheva a. ym201636, an inhibitor of retroviral budding and pikfyve-catalyzed ptdins (3, 5) p2synthesis, halts glucose entry by insulin in adipocytes. biochemical and biophysical research communications, 2009, 382(3): 566-570.
Properties of 6-Amino-N-[3-[4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl]phenyl]-3-pyridinecarboxamide
Melting point: | >226°C (dec.) |
Density | 1.446 |
storage temp. | -20°C Freezer |
solubility | DMSO (Slightly), Methanol (Very Slightly) |
form | Solid |
color | Pale Beige to Light Beige |
CAS DataBase Reference | 371942-69-7 |
Safety information for 6-Amino-N-[3-[4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl]phenyl]-3-pyridinecarboxamide
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 6-Amino-N-[3-[4-(4-morpholinyl)pyrido[3',2':4,5]furo[3,2-d]pyrimidin-2-yl]phenyl]-3-pyridinecarboxamide
New Products
4-Fluorophenylacetic acid 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate (6-METHYL-[1,3]DITHIOLO[4,5-b]QUINOXALIN-2-ONE INDAZOLE-3-CARBOXYLIC ACID 4-IODO BENZOIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5,6-Dimethoxyindanone 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
You may like
-
YM201636 98% (HPLC) CAS 371942-69-7View Details
371942-69-7 -
YM201636 HCl >95% CAS 371942-69-7View Details
371942-69-7 -
1975-50-4 98%View Details
1975-50-4 -
2-HYDROXY BENZYL ALCOHOL 98%View Details
90-01-7 -
2-Chloro-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate 221615-75-4 98%View Details
221615-75-4 -
61397-56-6 CIS BROMO BENZOATE 98%View Details
61397-56-6 -
14714-50-2 (2-Hydroxyphenyl)acetonitrile 98+View Details
14714-50-2 -
118753-70-1 98+View Details
118753-70-1