CAS No.56-54-2,Quinidine Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	56-54-2
Name:	Quinidine
Article Data:	58

Formula:	C₂₀H₂₄N₂O₂
Molecular Weight:	324.423
Synonyms:	Quinidine(8CI);(+)-Quinidine;(8R,9S)-Quinidine;Chinidin;Conchinin;Conchinine;Kinidin;Pitayin;Pitayine;b-Quinidine;b-Quinine;
EINECS:	200-279-0
Density:	1.218 g/cm³
Melting Point:	168-172 °C(lit.)
Boiling Point:	495.9 °C at 760 mmHg
Flash Point:	253.7 °C
Solubility:	water: 0.05 g/100 mL (20 °C)
Appearance:	white to light yellow crystal powder
Hazard Symbols:	Xn
Risk Codes:	22-20/21/22
Safety:	36-22
Transport Information:	UN 2811 6.1/PG 3
PSA:	45.59000
LogP:	3.11110

Synthetic route

: 865853-19-6
(3R,4S)-4-[(2S,3S)-3-(6-Methoxy-quinolin-4-yl)-oxiranylmethyl]-3-vinyl-piperidine-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

: 56-54-2
quinidine

Conditions

Conditions	Yield
With cesium fluoride In N,N-dimethyl-formamide; tert-butyl alcohol at 110℃; for 12h;	98%

: 1207974-84-2
2-(trimethylsilyl)ethyl 6-methoxy-4-((2R,3R)-3-(((3R,4S)-1-((2-(trimethylsilyl)ethoxy)carbonyl)-3-vinylpiperidin-4-yl)methyl)oxiran-2-yl)quinoline-1(2H)-carboxylate

: 56-54-2
quinidine

Conditions

Conditions	Yield
Stage #1: 2-(trimethylsilyl)ethyl 6-methoxy-4-((2R,3R)-3-(((3R,4S)-1-((2-(trimethylsilyl)ethoxy)carbonyl)-3-vinylpiperidin-4-yl)methyl)oxiran-2-yl)quinoline-1(2H)-carboxylate With cesium fluoride In N,N-dimethyl-formamide at 180℃; for 0.25h; Microwave irradiation; Stage #2: With oxygen In N,N-dimethyl-formamide at 20℃; for 19h;	78%

: 130-95-0
Quinine

: 56-54-2
quinidine

Conditions

Conditions	Yield
With 9-fluorenone; 2-Heptanol; sodium compound of heptan-2-ol

6'-methoxy-cinchonan-9-one: 6'-methoxy-cinchonan-9-one

A: 56-54-2
quinidine

B: 130-95-0
Quinine

Conditions

Conditions	Yield
With sodium isopropylate; toluene
With 2-pentanol; sodium

: 141-52-6
sodium ethanolate

: 569329-55-1
6'-methoxy-cinchonan-9-one

aluminium: aluminium

A: 56-54-2
quinidine

B: 130-95-0
Quinine

Conditions

Conditions	Yield
quininone;

...Expand

quininone: quininone

A: 56-54-2
quinidine

B: 130-95-0
Quinine

Conditions

Conditions	Yield
With ethanol; sodium ethanolate; aluminium

: 71-41-0
pentan-1-ol

: 130-95-0
Quinine

KOH: KOH

A: 56-54-2, 130-95-0, 572-59-8, 572-60-1, 42151-59-7, 47342-58-5, 72402-50-7, 72402-51-8, 72402-52-9, 72402-53-0, 101143-86-6, 101143-87-7, 101143-88-8, 146925-10-2
9-epiquinine

B: 56-54-2
quinidine

C: 56-54-2, 130-95-0, 572-59-8, 572-60-1, 42151-59-7, 47342-58-5, 72402-50-7, 72402-51-8, 72402-52-9, 72402-53-0, 101143-86-6, 101143-87-7, 101143-88-8, 146925-10-2
quinine

...Expand

: 67-63-0
isopropyl alcohol

: 14528-53-1
6'-methoxycinchoninone

: 71-36-3
butan-1-ol

sodium alkylates: sodium alkylates

pentan-3-ol; compound 5:2,4-dimethyl-pentan-3-ol; compound 6:cyclohexanol: pentan-3-ol; compound 5:2,4-dimethyl-pentan-3-ol; compound 6:cyclohexanol

A: 56-54-2, 130-95-0, 572-59-8, 572-60-1, 42151-59-7, 47342-58-5, 72402-50-7, 72402-51-8, 72402-52-9, 72402-53-0, 101143-86-6, 101143-87-7, 101143-88-8, 146925-10-2
9-epiquinine

B: 56-54-2
quinidine

C: 130-95-0
Quinine

D: 56-54-2, 130-95-0, 572-59-8, 572-60-1, 42151-59-7, 47342-58-5, 72402-50-7, 72402-51-8, 72402-52-9, 72402-53-0, 101143-86-6, 101143-87-7, 101143-88-8, 146925-10-2
quinine

...Expand

: 110-86-1
pyridine

: C59H60FeN7O6

A: 25875-12-1
Fe(protoporphyrin-IX)(pyridine)2(1+)

B: 56-54-2
quinidine

Conditions

Conditions	Yield
In acetonitrile Equilibrium constant;

...Expand

: C54H55FeN6O6

: 15489-90-4
ferriprotoporphyrin IX hydroxide

B: 56-54-2
quinidine

Conditions

Conditions	Yield
In acetonitrile Equilibrium constant;

Raw Materials

Downstream Products

524-63-0

84-55-9

86-68-0

113162-02-0

64-18-6

84-31-1

Total:140 Page 1 of 4 1 2 3 4 Next>>

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Chemistry

Quinidine is a pharmaceutical agent that acts as a class I antiarrhythmic agent (Ia) in the heart. It has some synonyms like Quinidine free base; (+)-Quindine;6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol,etc.It is a stereoisomer of quinine, originally derived from the bark of the cinchona tree.It's white to light yellow crystal powder.

Molecular Formula: C₂₀H₂₄N₂O₂
Molecular Weight: 324.42
EINECS: 200-279-0
Melting point: 168-172 °C(lit.)
Alpha: 256 o(c=1, EtOH)
Water Solubility: 0.05 g/100 mL (20 °C)
Sensitive: Light Sensitive
Merck: 14,8060
BRN: 91866

Uses

Quinidine is a dextrorotatory stereoisomer of Quinine,usually used for antiarrhythmic (class IA) and antimalarial purpose.Intravenous quinidine is also applicated for treatment of P. falciparum malaria.

Toxicity Data With Reference

1.	skn-rbt 3% MLD	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 137 (1962),410.
2.	orl-rat LD₅₀:263 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 27 (1977),589.
3.	ivn-rat LD₅₀:23 mg/kg	JPETAB Journal of Pharmacology and Experimental Therapeutics. 128 (1960),22.
4.	orl-mus LD₅₀:535 mg/kg	JPETAB Journal of Pharmacology and Experimental Therapeutics. 105 (1952),291.
5.	ipr-mus LD₅₀:135 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 137 (1962),410.
6.	scu-mus LDLo:400 mg/kg	AEPPAE Naunyn-Schmiedeberg’s Archiv fuer Experimentelle Pathologie und Pharmakologie. 205 (1948),129.
7.	ivn-mus LD₅₀:53,600 µg/kg	JMCMAR Journal of Medicinal Chemistry. 27 (1984),1142.
8.	ims-mus LD₅₀:200 mg/kg	27ZIAQ Drug Dosages in Laboratory Animals-A Handbook C.D. Barnes andL.G. Eltherington,Berkeley, CA.: Univ. of California Press,1973,232.

RTECS: VA4725000

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, intramuscular, and intraperitoneal routes. A skin irritant. Implicated in aplastic anemia. When heated to decomposition it emits toxic fumes of NO_x.

Hazard Codes: Xn
Risk Statements: 22-20/21/22
Safety Statements: 36-22
RIDADR: UN 2811 6.1/PG 3
WGK: Germany 3
F: 8
HazardClass: 6.1(b)
PackingGroup: III
Hazardous Substances Data: 56-54-2(Hazardous Substances Data)