Cinchonidine

Catalog Number	ACM485712-1
CAS Number	485-71-2
Structure
Description	Cinchonidine is a reaction solution that contains tiglic acid and cinchonidine. Cinchonidine is a natural compound that has been shown to have antibiotic properties, which may be due to its ability to inhibit the synthesis of bacterial cell walls. Cinchonidine has been shown to have a high binding affinity for tetracycline-resistant bacteria and is used in the control of these organisms. The mechanism of this drug's action is not well understood, but it may involve steric interactions with the ribosomal RNA or hydrogen bonding interactions with various molecules. It was also found that cinchonidine reacts with x-ray diffraction data from tetracycline resistance.
Synonyms	(8a,9R)-CinchonidineCinchovatine(8a,9R)-Cinchonan-9-ol
IUPAC Name	(R)-[(2S,4S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
Molecular Weight	294.39 g/mol
Molecular Formula	C19H22N2O
Canonical SMILES	C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](C3=CC=NC4=CC=CC=C34)O
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
InChI Key	KMPWYEUPVWOPIM-KODHJQJWSA-N
Boiling Point	436.16 °C
Melting Point	204-206 °C(lit.)
Flash Point	234.7 °C
Purity	94%
Density	1.0863 g/cm³
Solubility	Insoluble in water
Appearance	Crystalline powder
Application	Occurs in most varieties of Cinchona
Storage	store at <-15℃, protect from light
Complexity	412
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	4
EC Number	207-622-3
Exact Mass	294.173213330
Harmonized Tariff Code	Switzerland: 29392000 - USA: 2939200050 - Slovakia: 2939200000 - UK: 2939200000 - China: 2939200000
Heavy Atom Count	22
Hydrogen Bond Acceptor Count	3
Hydrogen Bond Donor Count	1
Isomeric SMILES	C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](C3=CC=NC4=CC=CC=C34)O
MDL Number	MFCD28016074
Monoisotopic Mass	294.173213330
PhysicalState	Crystalline powder
Rotatable Bond Count	3
Topological Polar Surface Area	36.4 Ų

Custom Q&A

What is the molecular formula of Cinchonidine?

The molecular formula of Cinchonidine is C19H22N2O.

What is the melting point of Cinchonidine?

The melting point of Cinchonidine is 204-206 °C.

What is the color of Cinchonidine?

Cinchonidine is white to cream in color.

What is the solubility of Cinchonidine?

The solubility of Cinchonidine is 0.25g/l.

What is the storage recommendation for Cinchonidine?

Cinchonidine should be stored in a dark place, in an inert atmosphere, at room temperature.

What is the optical activity of Cinchonidine?

The optical activity of Cinchonidine is [α]23/D 109.2°, c = 1.5 in ethanol.

What are the hazard codes associated with Cinchonidine?

The hazard codes for Cinchonidine are Xn and Xi.

What are the uses of Cinchonidine?

Cinchonidine is used as an antiamebic and antiprotozoal agent. It also exhibits antimalarial properties.

What is the definition of Cinchonidine according to ChEBI?

Cinchonidine is defined as 8-epi-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (R configuration). It is a diasteroisomer of cinchonine.

How can Cinchonidine be purified?

Cinchonidine can be purified by crystallizing it from aqueous ethanol.

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