Synonym
Hydrocinchonine; Dihydrocinchonine;
IUPAC/Chemical Name
(1S)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(quinolin-4-yl)methanol
InChi Key
WFJNHVWTKZUUTR-QAMTZSDWSA-N
InChi Code
InChI=1S/C19H24N2O/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/h3-7,9,13-14,18-19,22H,2,8,10-12H2,1H3/t13-,14-,18+,19-/m0/s1
SMILES Code
O[C@H]([C@@H]1N2C[C@H](CC)[C@](CC2)([H])C1)C3=CC=NC4=CC=CC=C34
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
296.41
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Cayuelas A, Larrañaga O, Selva V, Nájera C, Akiyama T, Sansano JM, de Cózar A,
Miranda JI, Cossío FP. Cooperative Catalysis with Coupled Chiral Induction in
1,3-Dipolar Cycloadditions of Azomethine Ylides. Chemistry. 2018 Jun
7;24(32):8092-8097. doi: 10.1002/chem.201801433. Epub 2018 May 15. PubMed PMID:
29600546.
2: Lee SY, Rhee YH, Jeong SJ, Lee HJ, Lee HJ, Jung MH, Kim SH, Lee EO, Ahn KS,
Ahn KS, Kim SH. Hydrocinchonine, cinchonine, and quinidine potentiate
paclitaxel-induced cytotoxicity and apoptosis via multidrug resistance reversal
in MES-SA/DX5 uterine sarcoma cells. Environ Toxicol. 2011 Aug;26(4):424-31. doi:
10.1002/tox.20568. Epub 2010 Mar 1. PubMed PMID: 20196146.
3: KING H. Conversion of hydroquinidine into hydrocinchonine and of cupreine into
cinchonidine. J Chem Soc. 1946 Jun;(6):523. PubMed PMID: 20280697.
