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Cinchonine

Cinchonine structure

CAS No:
118-10-5
Formula:
C19H22N2O
Chemical Name:
Cinchonine
Synonyms:
Cinchonan-9-ol,(9S)-;Cinchonine;(9S)-Cinchonan-9-ol;d-Cinchonine;(+)-Cinchonine;(8R,9S)-Cinchonine;NSC 6176;24831-03-6;185122-83-2;201406-15-7;887770-70-9;896440-46-3;898337-50-3;898814-05-6;900786-85-8;909881-46-5;910892-13-6;1236363-47-5
Categories:
Active Pharmaceutical Ingredients > Antiparasitic Drugs

Description

white to light yellow crystal powdeChEBI: Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (S configuration). It occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis.

Cinchonine Basic Attributes

Molecular Weight：

294.39

Exact Mass：

294.39

BRN：

89689

EC Number：

204-234-6

DSSTox ID：

DTXSID6045082

HScode：

29339900

Characteristics

PSA：

36.4

XLogP3：

2.82

Appearance：

White to light beige Micro-Crystalline Powder

Density：

1.0863 (rough estimate)

Melting Point：

265 °C

Boiling Point：

436.16°C (rough estimate)

Flash Point：

234.7±24.6 °C

Refractive Index：

223 ° (C=0.5, EtOH)

Water Solubility：

H2O: Insoluble

Storage Conditions：

Store below +30°C.

Vapor Pressure：

0mmHg at 25°C

Toxicity：

LD50 i.p. in rats: 152 mg/kg (Johnson, Poe)

Specific rotation：

224 º (c=0.5, alcohol)

Safety Information

Packing level：

III

Hazard category：

6.1(b)

Transport codes：

1544

wgk germany：

hazard class code：

20/22-20/21/22

safety instructions：

26-36-36/37

RTECS Number：

GD3500000

Marks：

Stability/Shelf Life：

Stable, but may be light sensitive. Incompatible with strong oxidizing agents.

Hazard Statements：

H302-H332

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P272, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P321, P330, P333+P313, P363, and P501|Aggregated GHS information provided by 64 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) (See all compounds classified as Antimalarials.)

MeSH Entry Terms：

cinchonine

Cinchonine Use and Manufacturing

Uses

Stereomeric with Cinchonidine (C441925). Antimalarial.

Manufacturing Info：

Cinchonan-9-ol, (9S)-: ACTIVE

Computed Properties

Molecular Weight:294.4
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:294.173213330
Monoisotopic Mass:294.173213330
Topological Polar Surface Area:36.4
Heavy Atom Count:22
Complexity:412
Defined Atom Stereocenter Count:3
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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