辛可尼定

辛可尼定用途

Cinchonidine (α-Quinidine) 是在金鸡纳和角蒿中发现的金鸡纳生物碱。 Cinchonidine (α-Quinidine) 是用于有机化学中不对称合成的砌块。是血清素转运蛋白 (SERT)的弱抑制剂,对于dSERT,hSERT,hSERT I172M,hSERT S438T,hSERT Y95F的 Ki 分别为330,4.2,36,196,15 μM。有抗疟活性[1].。

辛可尼定名称

[ CAS 号 ]:
485-71-2

[ 中文名 ]:
辛可尼丁

[ 英文名 ]:
Cinchonidine

[中文别名 ]:

[英文别名 ]:

(+)-cinchonine
L-CINCHONIDINE
Cinchonan-9-ol, (8α,9R)-
(-)-CINCHONIDINE
α-Quinidine
Cinchondine
Cinchovatine
MFCD00006783
Cinchonidine
1-Cinchonidine

辛可尼定生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 神经信号通路 >> 5-羟色胺转运蛋白

天然产物 >> 生物碱

研究领域 >> 感染

[ 靶点 ]

Ki: 330 μM (dSERT), 4.2 μM (hSERT), 36 μM (hSERT I172M), 196 μM (hSERT S438T), 15 μM (hSERT Y95F) [1]

[体外研究]

辛可尼定(α-奎尼丁)是在金鸡纳和角蒿中发现的金鸡纳生物碱。用于有机化学中不对称合成的结构单元。对于dSERT,hSERT,hSERT I172M,hSERT S438T,hSERT Y95F,血清素转运蛋白(SERT)的弱抑制剂Kis分别为330,4.2,36,196,15μM[1]。

[参考文献]

[1]. Beckman ML, et al. Stereoselective inhibition of serotonin transporters by antimalarial compounds. Neurochem Int. 2014 Jul;73:98-106.

[相关活性小分子]

辛可尼定物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
464.5±30.0 °C at 760 mmHg

[ 熔点 ]:
204-206ºC

[ 分子式 ]:
C₁₉H₂₂N₂O

[ 分子量 ]:
294.391

[ 闪点 ]:
234.7±24.6 °C

[ 精确质量 ]:
294.173218

[ PSA ]:
36.36000

[ LogP ]:
3.35

[ 外观性状 ]:
白色粉末

[ 蒸汽压 ]:
0.0±1.2 mmHg at 25°C

[ 折射率 ]:
1.652

[ 储存条件 ]:
避免光

[ 水溶解性 ]:
水溶性：不溶；可溶于：醇,氯仿,乙醚

辛可尼定MSDS

辛可尼定毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GD2975000

CHEMICAL NAME :: Cinchonidine

CAS REGISTRY NUMBER :: 485-71-2

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C19-H22-N2-O

MOLECULAR WEIGHT :: 294.43

WISWESSER LINE NOTATION :: T66 BNJ EYQ- DT66 A B CNTJ A1U1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 206 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - muscle contraction or spasticity

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 4,265,1948

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: >316 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: EESADV Ecotoxicology and Environmental Safety. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1977- Volume(issue)/page/year: 6,149,1982

辛可尼定安全信息

[ 符号 ]:

GHS07, GHS08

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H317-H361d-H373

[ 警示性声明 ]:
P280

[ 靶器官 ]:
Heart, Immune system

[ 个人防护装备 ]:
Eyeshields;Faceshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
Xn:Harmful;

[ 风险声明 (欧洲) ]:
R20/21/22

[ 安全声明 (欧洲) ]:
S36/37

[ 危险品运输编码 ]:
UN 1544

[ WGK德国 ]:
3

[ RTECS号 ]:
GD2975000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
2939200000

辛可尼定合成路线

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辛可尼定上游产品

辛可尼定下游产品

辛可尼定海关

[ 海关编码 ]: 2939200000

辛可尼定文献

Thousands of chemical starting points for antimalarial lead identification.

Nature 465 , 305-10, (2010)

Malaria is a devastating infection caused by protozoa of the genus Plasmodium. Drug resistance is widespread, no new chemical class of antimalarials has been introduced into clinical practice since 19...

Direct, catalytic, and regioselective synthesis of 2-alkyl-, aryl-, and alkenyl-substituted N-heterocycles from N-oxides.

Org. Lett. 16(3) , 864-7, (2014)

A one-step transformation of heterocyclic N-oxides to 2-alkyl-, aryl-, and alkenyl-substituted N-heterocycles is described. The success of this broad-scope methodology hinges on the combination of cop...

Membranes for specific adsorption: immobilizing molecularly imprinted polymer microspheres using electrospun nanofibers.

Chimia 65(3) , 182-6, (2011)

Molecularly imprinted polymer microspheres were immobilized within a polymer nanofiber membrane by electrospinning. Such membranes simplify the handling of functional microspheres and provide specific...

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