CAS 485-71-2|Cinchonidine

Introduction：Basic information about CAS 485-71-2|Cinchonidine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Cinchonidine BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Articles30
8. Synonyms

Common Name	Cinchonidine
CAS Number	485-71-2	Molecular Weight	294.391
Density	1.2±0.1 g/cm3	Boiling Point	464.5±30.0 °C at 760 mmHg
Molecular Formula	C₁₉H₂₂N₂O	Melting Point	204-206ºC
MSDS	ChineseUSA	Flash Point	234.7±24.6 °C
Symbol	GHS07, GHS08	Signal Word	Warning

Names

Name	cinchonidine
Synonym	More Synonyms

Cinchonidine BiologicalActivity

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 TransporterNatural Products >>AlkaloidResearch 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

Toxicological Information

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

Safety Information

Symbol	GHS07, GHS08
Signal Word	Warning
Hazard Statements	H302-H317-H361d-H373
Precautionary Statements	P280
Target Organs	Heart, Immune system
Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xn:Harmful;
Risk Phrases	R20/21/22
Safety Phrases	S36/37
RIDADR	UN 1544
WGK Germany	3
RTECS	GD2975000
Packaging Group	III
Hazard Class	6.1(b)
HS Code	2939200000

Customs

HS Code	2939200000

Articles30

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...

Synonyms

(+)-cinchonine

(R)-4-Quinolinyl[(2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol

L-CINCHONIDINE

Cinchonan-9-ol, (8α,9R)-

(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

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