
CAS Number485-71-2
Synonyms(+)-cinchonine; (R)-4-Quinolinyl[(2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol; L-CINCHONIDINE; (R)-4-Chinolinyl[(2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol; (-)-CINCHONIDINE; (R)-[(2S,4S,5R)-5-éthènyl-1-azabicyclo[2.2.2]oct-2-yl](4-quinoléinyl)méthanol; α-Quinidine; Cinchondine; Cinchovatine; MFCD00006783; Cinchonidine; 1-Cinchonidine; EINECS 207-622-3; chinchonidine; a-quinidine; (8α,9R)-Cinchonan-9-ol; (8a,9R)-Cinchonan-9-ol; Cinchovatine (VAN); TCMDC-123934
Molecular FormulaC19H22N2O
Molecular Weight294.39
Purity96%
Density1.2±0.1 g/cm3
Boiling Point464.5±30.0 °C at 760 mmHg
Melting Point204-206 °C (lit.)
Appearancepowder
EINECS207-622-3
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 485-71-2 |
| Catalog No. | 2A-9022185 |
| Chinese Name | 辛可尼定 |
| Synonyms | (+)-cinchonine; (R)-4-Quinolinyl[(2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol; L-CINCHONIDINE; (R)-4-Chinolinyl[(2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol; (-)-CINCHONIDINE; (R)-[(2S,4S,5R)-5-éthènyl-1-azabicyclo[2.2.2]oct-2-yl](4-quinoléinyl)méthanol; α-Quinidine; Cinchondine; Cinchovatine; MFCD00006783; Cinchonidine; 1-Cinchonidine; EINECS 207-622-3; chinchonidine; a-quinidine; (8α,9R)-Cinchonan-9-ol; (8a,9R)-Cinchonan-9-ol; Cinchovatine (VAN); TCMDC-123934 |
| Molecular Formula | C19H22N2O |
| Molecular Weight | 294.39 |
| Purity | 96 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 464.5±30.0 °C at 760 mmHg |
| Melting Point | 204-206 °C (lit.) |
| Appearance | powder |
| Water Solubility | Water solubility: insoluble; soluble in: alcohol, |
| Storage Condition | Store in a sealed container in a ventilated and dr |
| Packaging | III |
| Application | Cinchonidine (α-Quinidine) is a cinchoni alkaloid found in cinchona and mugwort. Cinchonidine (α-Quinidine) is a building block used in asymmetric synthesis in organic chemistry. It is a weak inhibito |
| EINECS | 207-622-3 |
| HTC | 2939200000 |
| PubChem ID | 24893015 |
| MDL Number | MFCD00006783 |
| SMILES | O[C@@H]([C@@H]1C[C@@H]2CCN1C[C@@H]2C=C)c3ccnc4ccccc34 |
| InChI | 1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1 |
| InChI Key | KMPWYEUPVWOPIM-KODHJQJWSA-N |
| Beilstein/REAXYS | 89690 |
| NACRES Code | NA.22 |
| UNSPSC | 12352005 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/22185_1_485_71_2.pdf |
| Bioactivity | Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively. Antimalarial activities[1]. Related Catalog Signaling Pathways >> Neuronal Signaling >> Serotonin Transporter Natural Products >> Alkaloid Research Areas >> Infection Target Ki: 330 μM (dSERT), 4.2 μM (hSERT), 36 μM (hSERT I172M), 196 μM (hSERT S438T), 15 μM (hSERT Y95F) [1] In Vitro Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively[1]. References [1]. Beckman ML, et al. Stereoselective inhibition of serotonin transporters by antimalarial compounds. Neurochem Int. 2014 Jul;73:98-106. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 464.5±30.0 °C at 760 mmHg Melting Point 204-206ºC Molecular Formula C19H22N2O Molecular Weight 294.391 Flash Point 234.7±24.6 °C Exact Mass 294.173218 PSA 36.36000 LogP 3.35 Vapour Pressure 0.0±1.2 mmHg at 25°C Index of Refraction 1.652 InChIKey KMPWYEUPVWOPIM-KODHJQJWSA-N SMILES C=CC1CN2CCC1CC2C(O)c1ccnc2ccccc12 |
| Use of | Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively. Antimalarial activities[1]. Properties Articles30 Name cinchonidine Synonym More Synonyms Cinchonidine Biological Activity Description Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively. Antimalarial activities[1]. Related Catalog Signaling Pathways >> Neuronal Signaling >> Serotonin Transporter Natural Products >> Alkaloid Research Areas >> Infection Ki: 330 μM (dSERT), 4.2 μM (hSERT), 36 μM (hSERT I172M), 196 μM (hSERT S438T), 15 μM (hSERT Y95F) [1] In Vitro Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively[1]. References [1]. Beckman ML, et al. Stereoselective inhibition of serotonin transporters by antimalarial compounds. Neurochem Int. 2014 Jul;73:98-106. Chemical & Physical Properties Molecular Formula C19H22N2O Exact Mass 294.173218 PSA 36.36000 Index of Refraction 1.652 InChIKey KMPWYEUPVWOPIM-KODHJQJWSA-N |
| Transport Info | Product Name: Cinchonidine |
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