(9S)-6'-Methoxycinchonan-9-ol

Basic Information

View in Editor

CAS Number

56-54-2

Molecular Formula

C20H24N2O2

Molecular Weight

324.42 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

169.0 to 174.0 deg-C

Boiling Point

495.9°C at 760 mmHg

Water Solubility

0.05 g/100 mL (20 ºC)

Flash Point

253.7ºC

Refractive Index

1.5700 (estimate)

Specific Rotation

256 º (c=1, EtOH)

SMILES

View in Editor

COc1ccc2nccc([C@H](O)[C@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1

InChI

InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1

InChIKey

LOUPRKONTZGTKE-LHHVKLHASA-N

LogP

3.1732000000000014

pKa

5.4, 10.0(at 20℃)

Topological Polar Surface Area

45.59 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

457

Safety Information

View Safety Information

GHS Hazard Pictograms

H301

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

Hazard Class

Class 6.1 Class 6.1

Stability

Stable. Incompatible with strong oxidizing agents.

Sensitiveness

Light Sensitive

Toxicity

LD50 in rats (mg/kg): 30 i.v., 263 orally (Dietmann)

Synonyms & References

English

Quinidine
Quinidine free base
(+)-Quindine
(+)-Quinidine
(1S)-(6-Methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol
QUINIDINE(RG)
Quinidinemonohydrate
(S)-(6-Methoxyquinolin-4-yl)((2R,4S,8R)-8-vinylquinuclidin-2-yl)methanolhydrochloride
Chinidin
Cin-quin
Coccinine
Conchinin
D-(-)-Quinic acid
Kinidin
Pitayin
PITAYINE
QUINDINE
Quinidex
Quinidine,(S)-(6-Methoxyquinolin-4-yl)((2R,4S,8R)-8-vinylquinuclidin-2-yl)methanolhydrochloride
QUNIDINE
Raclopride
Conquinine
6-Methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol
奎尼丁
Quinidine [BAN]
Quinidine sulfate
beta-Quinine
Quinidine (BAN)
Chinidin [German]
DSSTox_CID_3549
DSSTox_RID_77075

MDL Number

MFCD00135581

Customs Code

2933990090

FAQ

What is (9S)-6'-Methoxycinchonan-9-ol (CAS: 56-54-2)?

(9S)-6'-Methoxycinchonan-9-ol, with CAS number 56-54-2, is a naturally occurring quinolizidine alkaloid derived from the cinchona tree. It has a molecular formula of C19H23NO4 and is characterized by its methoxy and hydroxyl functional groups. This compound is known for its optical activity and is used in various scientific and industrial applications due to its unique chemical structure.

What are the main uses of (9S)-6'-Methoxycinchonan-9-ol (CAS: 56-54-2)?

(9S)-6'-Methoxycinchonan-9-ol, CAS 56-54-2, is primarily used in pharmaceutical research for its potential biological activities. It is also employed in the synthesis of other alkaloids and as a chiral auxiliary in organic chemistry. Due to its structural properties, it finds applications in drug development and chemical manufacturing.

Is (9S)-6'-Methoxycinchonan-9-ol (CAS: 56-54-2) safe?

The safety of (9S)-6'-Methoxycinchonan-9-ol, CAS 56-54-2, depends on the exposure route and dosage. While it is generally considered safe in controlled laboratory settings, proper handling is recommended to avoid skin contact and inhalation. Safety data sheets should be consulted for specific guidelines and protective measures.

How should (9S)-6'-Methoxycinchonan-9-ol (CAS: 56-54-2) be stored?

(9S)-6'-Methoxycinchonan-9-ol, CAS 56-54-2, should be stored in a cool, dry, and dark place to maintain its stability. It is typically kept in a sealed container away from moisture and light. Storage conditions should be controlled to prevent degradation and ensure long-term usability.