Chemodex

Hydrocupreine

Product Code:
 
CDX-H0927
Product Group:
 
Other Biochemicals
Supplier:
 
Chemodex
Regulatory Status:
 
RUO
Shipping:
 
Ambient
Storage:
 
Short term: +20°C, Long term: +4°C
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Chemical Structure

Chemical Structure

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CDX-H0927-G0011 g£474.00
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CDX-H0927-G0055 g£1,402.00
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This product comes from: Switzerland.
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  • Further Information
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Further Information

Alternate Names/Synonyms:
6'-Hydroxydihydrocinchonidine; O6'-Demethylhydroquinine
Appearance:
Off-white to beige powder.
CAS:
5962-19-6
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H302-H315-H319
InChi:
InChI=1S/C19H24N2O2/c1-2-12-11-21-8-6-13(12)9-18(21)19(23)15-5-7-20-17-4-3-14(22)10-16(15)17/h3-5,7,10,12-13,18-19,22-23H,2,6,8-9,11H2,1H3
InChiKey:
RASAUPYEBCYZRS-BIPCEHGGSA-N
Long Description:
Chemical. CAS: 5962-19-6. Formula: C19H24N2O2. MW: 312.41. 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.
MDL:
MFCD23704923
Molecular Formula:
C19H24N2O2
Molecular Weight:
312.41
Package Type:
Vial
Precautions:
P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-
Product Description:
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.
Purity:
>97% (T)
Signal Word:
Warning
SMILES:
CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)O)O
Solubility Chemicals:
Soluble in DMSO.
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

Documents

References

(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)