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| CAS No.: | 341031-54-7 |
|---|---|
| Name: | Sunitinib malate |
| Molecular Structure: | |
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| Formula: | C22H27FN4O2.C4H6O5 |
| Molecular Weight: | 532.569 |
| Synonyms: | N-(2-diethylaminoethyl)-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide; (2S)-2-hydroxybutanedioic acid;Butanedioic acid, hydroxy-, (2S)-, compd. with N-(2-(diethylamino)ethyl)-5-((Z)-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide (1:1);PHA-290940AD;1H-Pyrrole-3-carboxamide, N-(2-(diethylamino)ethyl)-5-((Z)-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)methyl)-2,4-dimethyl-, (2S)-hydroxybutanedioate (1:1);Sunitinib malate [USAN];SU011248 L-malate salt;SU010398;SU 011248;Sunitinib malate(TINIBS); |
| EINECS: | 638-825-9 |
| Density: | 1.3600g/mLat 25°C(lit.) |
| Melting Point: | 189-191°C |
| Boiling Point: | 572.1 °C at 760 mmHg |
| Flash Point: | 299.8 °C |
| Hazard Symbols: | T |
| Risk Codes: | 61-2-48/25-36/37-22-53 |
| Safety: | 53-22-36/37-24/25 |
| PSA: | 172.06000 |
| LogP: | 2.77040 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
| Conditions | Yield |
|---|---|
| In methanol; ethanol at 20℃; for 2h; Darkness; | 100% |
| In ethanol for 2 - 4h; Product distribution / selectivity; Reflux; Industry scale; | 93.6% |
| In ethanol for 2 - 4h; Product distribution / selectivity; Reflux; | 93.6% |
- 56341-41-4
5-fluoroindol-2(3H)-one
- 97-67-6
(S)-Malic acid
- 356068-86-5
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| With pyrrolidine In ethanol at 78℃; for 3h; | 80% |
| With pyrrolidine In ethanol at 78℃; for 3h; | 80% |
| Stage #1: (S)-Malic acid; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide In butan-1-ol at 48℃; Stage #2: 5-fluoroindol-2(3H)-one With pyrrolidine In butan-1-ol at 94℃; Product distribution / selectivity; | 71.2% |
| Stage #1: 5-fluoroindol-2(3H)-one; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide In ethanol at 8 - 10℃; Reflux; Stage #2: (S)-Malic acid In ethanol for 4 - 6h; Product distribution / selectivity; Reflux; | 71% |
| Stage #1: (S)-Malic acid; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide In tetrahydrofuran for 4 - 6h; Stage #2: 5-fluoroindol-2(3H)-one In tetrahydrofuran for 4 - 6h; Product distribution / selectivity; Reflux; |
- 56341-41-4
5-fluoroindol-2(3H)-one
- 356068-86-5
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| In methanol; acetonitrile at 25 - 30℃; for 3h; | 80% |
- 56341-41-4
5-fluoroindol-2(3H)-one
- 1200435-83-1
L-(-)-malic acid of 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| With pyrrolidine In butan-1-ol at 20℃; Reflux; | 75.1% |
- 56341-41-4
5-fluoroindol-2(3H)-one
- 2689-91-0, 4601-92-7, 5972-71-4, 6283-27-8, 18841-14-0, 18841-15-1, 20261-05-6, 54944-40-0, 85273-27-4, 85273-28-5, 102607-29-4
L-malic acid ; ammonium-L malate
- 356068-86-5
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| In methanol; acetonitrile at 25 - 30℃; for 3h; | 75% |
- 56341-41-4
5-fluoroindol-2(3H)-one
- 356068-86-5
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| In methanol; acetonitrile at 25 - 30℃; for 3h; | 75% |
- 56341-41-4
5-fluoroindol-2(3H)-one
- 356068-86-5
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| In methanol; acetonitrile at 25 - 30℃; for 3h; | 72.5% |
- 56341-41-4
5-fluoroindol-2(3H)-one
- 1332307-07-9
2-(N,N-diethylamino)ethyl ammonium L-malate
- 356068-86-5
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| In methanol; acetonitrile at 25 - 30℃; for 3h; | 72% |
- 97-67-6
(S)-Malic acid
- 1374685-40-1
5-fluoro-1-(trimethylsilyl)-2-(trimethylsilyloxy)-1H-indole
- 356068-86-5
N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| Stage #1: 5-fluoro-1-(trimethylsilyl)-2-(trimethylsilyloxy)-1H-indole; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide; trimethylsilyl trifluoromethanesulfonate In acetonitrile for 13h; Reflux; Stage #2: (S)-Malic acid In methanol; acetonitrile at 20℃; for 22h; | 70% |
| Stage #1: 5-fluoro-1-(trimethylsilyl)-2-(trimethylsilyloxy)-1H-indole; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 13h; Reflux; Stage #2: (S)-Malic acid In methanol for 24h; | |
| Stage #1: 5-fluoro-1-(trimethylsilyl)-2-(trimethylsilyloxy)-1H-indole; N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 9.5h; Reflux; Stage #2: (S)-Malic acid In methanol for 24h; |
- 253870-02-9
5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
- 56341-41-4
5-fluoroindol-2(3H)-one
- 97-67-6
(S)-Malic acid
- 100-36-7
N,N-diethylethylenediamine
- 341031-54-7
sunitinib malate
| Conditions | Yield |
|---|---|
| Stage #1: 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid; N,N-diethylethylenediamine With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran for 20h; Stage #2: (S)-Malic acid In tetrahydrofuran for 4 - 6h; Reflux; Stage #3: 5-fluoroindol-2(3H)-one In tetrahydrofuran for 4 - 6h; Product distribution / selectivity; Reflux; | 67% |
- 2809-21-41-Hydroxyethane-1,1-diphosphonic Acid
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- 10124-56-8Sodium metaphosphate
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Analytical Methods
Sunitinib inhibits cellular signaling by targeting multiple receptor tyrosine kinases.These include all receptors for platelet-derived growth factor and vascular endothelial growth factor receptors ,which play a role in both tumor angiogenesis and tumor cell proliferation. The simultaneous inhibition of these targets therefore leads to both reduced tumor vascularization and cancer cell death, and ultimately tumor shrinkage.
Specification
1. Introduction of Sunitinib malate
Sunitinib malate, with the IUPAC Name of N-(2-diethylaminoethyl)-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene) methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide; (2S)-2-hydroxybutanedioic acid, is one kind of yellow solid.
2. Properties of Sunitinib malate
Sunitinib malate has the following properties: (1)Flash Point: 299.8 °C; (2)Enthalpy of Vaporization: 85.77 kJ/mol; (3)Boiling Point: 572.1 °C at 760 mmHg; (4)Vapour Pressure: 4.24E-13 mmHg at 25°C.
3. Structure Descriptors of Sunitinib malate
You could convert the following datas into the molecular structure:
(1).InChI:InChI=1S/C22H27FN4O2.C4H6O5/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28;5-2(4(8)9)1-3(6)7/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28);2,5H,1H2,(H,6,7)(H,8,9)/b17-12-;/t;2-/m.0/s1
(2).InChIKey:InChIKey=LBWFXVZLPYTWQI-IPOVEDGCSA-N
(3).Smiles:c1c(F)cc2\C(C(Nc2c1)=O)=C\c1[nH]c(c(C(NCCN(CC)CC)=O)c1C)C.C([C@@H](C(=O)O)O)C(O)=O
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