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Chemodex
Hydrocupreine
Product Details | |
---|---|
Synonyms | 6'-Hydroxydihydrocinchonidine; O6?-Demethylhydroquinine |
Product Type | Chemical |
Properties | |
Formula | C19H24N2O2 |
MW | 312.41 |
CAS | 5962-19-6 |
Source/Host Chemicals | Synthetic |
Purity Chemicals | ≥97% (T) |
Appearance | Off-white to beige powder. |
Solubility | Soluble in DMSO. |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by Chemodex. |
Other Product Data |
Click here for Original Manufacturer Product Datasheet |
InChi Key | RASAUPYEBCYZRS-BIPCEHGGSA-N |
Smiles | CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)O)O |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +20°C |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Documents | |
MSDS | Inquire |
Product Specification Sheet | |
Datasheet | Download PDF |
Hydrocupreine (6'-Hydroxydihydrocinchonidine) is a derivative of cinchonidine and metabolite of quinine, alkaloids found in the bark of the Cinchona tree. It has been shown to have antimicrobial and antitumor activity, and inhibitory effect on Trypanosoma brucei and Streptococcus pneumoniae. Hydrocupreine can be used as a building block, starting material or reagent in organic synthesis to create more complex chiral chemical compounds and/or azo dyes. It has been used in organocatalaysis and during Friedel-Crafts amination.
(1) M. Heidelberger & W.A. Jacobs; JACS 41, 1881 (1919) | (2) S. Brandes, et al.; Ang. Chem. Int. Ed. 45, 1147 (2006) | (3) S. Brandes, et al.; Chem. Eur. J. 12, 6039 (2006) | (4) G. Dickmeiss, et al.; Ang. Chem. Int. Ed. 48, 6650 (2009) | (5) K. Kacprzak, et al.; Chem. Biol. Drug Des. 92, 1778 (2018) | (6) X. Wu, et al.; J. Med. Chem. 62, 2305 (2019)