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Cinchonidine 485-71-2 Cinchonidine factory
Cinchonidine
CAS: 485-71-2
Molecular Formula: C19H22N2O
Name | Cinchonidine |
Synonyms | Cinchonidine Cinchovatine L-Cinchonidine Cinchonan-9-ol alpha-Quinidine (9R)-cinchonan-9-ol (8s,9r)-cinchonidine (9R)-cinchonan-1-ium-9-ol (8alpha,9R)-Cinchonan-9-ol (8-alpha,9r)-cinchonan-9-o Cinchonidinederivedcatalyst Cinchonan-9-ol, (8alpha,9R)- (8alpha,9theta)-cinchonan-9-o (8alpha,9R)-9-hydroxycinchonan-1-ium (3alpha,9R)-9-hydroxycinchonan-1-ium (4beta,8alpha,9R)-cinchonan-1-ium-9-ol (3alpha,4beta,8alpha,9S)-cinchonan-9-ol 2-Quinuclidinemethanol, alpha-4-quinolyl-5-vinyl- |
CAS | 485-71-2 |
EINECS | 207-622-3 |
InChI | InChI=1/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/p+1/t13-,14+,18-,19-/m1/s1 |
InChIKey | KMPWYEUPVWOPIM-NAHPKXJFSA-N |
Molecular Formula | C19H22N2O |
Molar Mass | 294.39 |
Density | 1.0863 (rough estimate) |
Melting Point | 204-206°C(lit.) |
Boling Point | 436.16°C (rough estimate) |
Specific Rotation(α) | -115 º (c=1, EtOH) |
Flash Point | 234.723°C |
Water Solubility | Insoluble |
Solubility | 0.25g/l |
Vapor Presure | 0Pa at 25℃ |
Appearance | Bright yellow crystal |
Color | White to cream |
Merck | 14,2286 |
BRN | 89690 |
pKa | 5.80, 10.03(at 25℃) |
PH | 9 (0.2g/l, H2O, 20℃) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Stability | Stable, but light-sensitive. Incompatible with strong oxidizing agents. |
Sensitive | Light Sensitive |
Refractive Index | -107.5 ° (C=1, EtOH) |
MDL | MFCD00006783 |
In vitro study | 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 K i s of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively. |
Introduction | Cinconidine is a quinoline alkaloid, a kind of cinchona alkaloid, also known as cinchona nidin, which is the stereoisomer of cinchonine. White needle-like or prismatic crystals obtained from ether. Melting point 204~206 ℃, specific rotation -115 (ethanol, C = 1), refractive index -107.5 (ethanol, C = 1). Soluble in alcohol, ether, acetone, benzene and chloroform, almost insoluble in cold water. |
application | cinkonidine is an organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory organic synthesis process and chemical medicine research and development process. |
Effect | Like quinine, it has antimalarial effect. After quinine can be separated from cinchona bark extract, the mother liquor is treated with alkali to precipitate alkaloids, and tartaric acid is added to make it insoluble tartrate separated. |
Structural characteristics | Cinchona (such as quinine, quinidine, cinkonine, cinkonidine, etc.) is a kind of natural product of great significance found in cinchona bark about two centuries ago. In the early years, it was a specific drug for the treatment of malaria. In recent years, it has been used as the dominant framework of catalysts in asymmetric synthesis. From the perspective of biosynthesis, cinchona alkaloids are derived from monoterpene indole alkaloids. |
Biological activity | Cinchonidine is an alkaloid used in asymmetric synthesis in organic chemistry. |
target | ki: 330 μ m (dSERT), 4.2 μ m (hSERT), 36 μ m (hSERT i172m), 196 μ m (hSERT s438t), 15 μ m (hSERT y95f) |
Mol Download Chemical properties
CAS:
485-71-2
MF:
C19H22N2O
MW:
294.39
EINECS:
207-622-3
MDL No.:
MFCD00006783
Melting point:
204-206 °C(lit.)
alpha
-115 º (c=1, EtOH)
Boiling point:
436.16°C (rough estimate)
Density
1.0863 (rough estimate)
vapor pressure
0Pa at 25℃
refractive index
-107.5 ° (C=1, EtOH)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
0.25g/l
pka
5.80, 10.03(at 25℃)
form
Crystalline Powder
color
White to cream
PH
9 (0.2g/l, H2O, 20℃)
optical activity
[α]23/D 109.2°, c = 1.5 in ethanol
Water Solubility
Insoluble
Sensitive
Light Sensitive
Merck
14,2286
BRN
89690
Stability:
Stable, but light-sensitive. Incompatible with strong oxidizing agents.
InChIKey
KMPWYEUPVWOPIM-NAHPKXJFSA-N
LogP
2.68 at 25℃
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