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Impurities and reference standards

Cinchonidine

Also known as (-)-Cinchonidine, Cinchovatine, (8S,9R)-Cinchonidine

CAS 485-71-2Formula C19H22N2OMolar mass 294.40 g/molEC 207-622-3
GHS signal word: Warning. Pictograms: Harmful or irritant, Serious health hazard 18 suppliers listed
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Cinchonidine chemical structure, C19H22N2O, CAS 485-71-2
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
485-71-2
Formula
C19H22N2O
Molar mass
294.40 g/mol
EC number
207-622-3
HS code
293920
Category
Impurities and reference standards

What is Cinchonidine?

Plain description, key identifiers and synonyms

Cinchonidine is 8-epi-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (R configuration). A diasteroisomer of cinchonine, it occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis. It has a role as a metabolite. It is an (8xi)-cinchonan-9-ol and a cinchona alkaloid. It derives from a hydride of an (8S)-cinchonan.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
CAS number
485-71-2 CAS number cross-checked
EC number
207-622-3
Molecular formula
C19H22N2O
UNII
1U622LRA8Z
MDL number
MFCD00006783
InChIKey
KMPWYEUPVWOPIM-KODHJQJWSA-N
InChI
InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1
Canonical SMILES
C=CC1CN2CCC1CC2C(O)c1ccnc2ccccc12
Isomeric SMILES
C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](C3=CC=NC4=CC=CC=C34)O

Synonyms

  • (-)-Cinchonidine
  • Cinchovatine
  • (8S,9R)-Cinchonidine
  • Cinchovatine-
  • (8-alpha,9R)-Cinchonan-9-ol
  • (8alpha,9R)-Cinchonan-9-ol
  • Cinchonan-9-ol, (8alpha,9R)-
  • (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
  • 2-Quinuclidinemethanol, alpha-4-quinolyl-5-vinyl-
  • (R)-((2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)octan-2-yl)-quinolin-4-ylmethanol
  • Quinine sulfate impurity b
  • Quinine bisulfate impurity b
  • L-Cinchonidine
  • (8S,9R)-cinchonan-9-ol
  • (R)-quinolin-4-yl((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol
  • alpha-Quinidine
  • (R)-4-quinolyl-[(2S,4S,5R)-5-vinylquinuclidin-2-yl]methanol
  • (1R)-quinolin-4-yl((2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol
  • (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol
  • (R)-[(4S,5S,7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-quinolin-4-ylmethanol
  • Cinchonan-9-ol, (8a,9R)-
  • (8alpha,9R)Cinchonan-9-ol
  • Quinidine
  • 485-71-2 (free base)
  • (-)cinchonidine
Show all 32 synonyms
  • A-Quinidine
  • (-) cinchonidine
  • Cinchonidine, 96%
  • Cinchonidine (Standard)
  • (8a,9R)-Cinchonidine
  • Quinine sulfate Impurity 6
  • (8a,9R)-Cinchonan-9-ol

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
294.40 g/molcalc.
Exact mass
294.1732 Dacalc.
LogP (octanol/water)
3.16calc.
Topological polar surface area
36.36 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
3calc.
Heavy atoms
22calc.
Rings
5calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.42calc.
Formal charge
0calc.
Stereocentres
5calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc2c(CC3CC4CCN3CC4)ccnc2c1

c1ccc2c(CC3CC4CCN3CC4)ccnc2c1

5 rings, 19 atoms.

518 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H302Harmful if swallowed.
  • H317May cause an allergic skin reaction.
  • H361Suspected of damaging fertility or the unborn child.
  • H373May cause damage to organs through prolonged or repeated exposure.
Precautionary statements (17)
  • P203Obtain, read and follow all safety instructions before use.
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P317If swallowed: Get medical help.
  • P302 + P352If on skin: Wash with plenty of water.
  • P318If exposed or concerned, get medical advice.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Cinchonidine suppliers

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All 18 suppliers
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Where suppliers are based

18 suppliers in 8 countries

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Cinchonidine price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Roles

  • metabolite

Regulatory status

Inventories, regulations and trade controls that list this substance

United States

  • TSCA inventory (USA)
    Status: Active in US commerce

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Cinchonidine is traded under.

HS 2939.20Indicative HS code

Alkaloids of cinchona and their derivatives, salts thereof

World exports in 2024
$33.5M
+7.5% vs 2023, imports $36.7M
2019 to 2024
Top exporters
  1. Netherlands30.5%
  2. Indonesia23.9%
  3. Madagascar * partner reported22.2%
Top importers
  1. Netherlands21.2%
  2. United States13.7%
  3. Ireland9.0%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Cinchonidine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Cinchonidine, based on the data on this page

What is Cinchonidine?

Cinchonidine is 8-epi-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (R configuration). A diasteroisomer of cinchonine, it occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis. It has a role as a metabolite.

What is the CAS number of Cinchonidine?

The CAS registry number of Cinchonidine is 485-71-2.

What is the molecular formula and weight of Cinchonidine?

The molecular formula of Cinchonidine is C19H22N2O and its molar mass is 294.40 g/mol.

What is Cinchonidine used for?

Known uses and roles of Cinchonidine include metabolite.

Is Cinchonidine hazardous?

Cinchonidine carries the GHS signal word "Warning". Main hazards: harmful if swallowed, may cause an allergic skin reaction, suspected of damaging fertility or the unborn child. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Cinchonidine?

Cinchonidine is usually classified under HS code 293920 (Alkaloids of cinchona and their derivatives, salts thereof). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Cinchonidine?

CompoundList lists 18 suppliers of Cinchonidine in United States, China, Canada, Czech Republic and 4 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Cinchonidine in India?

1 supplier in India list Cinchonidine on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Cinchonidine?

Suppliers quote Cinchonidine on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Cinchonidine

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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