| Identification | More | [Name]
Berberine chloride hydrate | [CAS]
141433-60-5 | [Synonyms]
5,6-DIHYDRO-9,10-DIMETHOXY-BENZO[G]-1,3-BENZODIOXOLO[5,6-A]QUINOLIZINIUM, CHLORIDE
9,10-DIMETHOXY-5,6-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINO[3,2-A]ISOQUINOLIN-7-YLIUM
BBR
BERBERINE
BERBERINE CHLORIDE
BERBERINE HCL
BERBERINE HYDROCHLORIDE
BERBERINE HYDROCHLORIDE N-HYDRATE
BERBERIN HCL
CI 75160
LABOTEST-BB LT00440956
NATURAL YELLOW 18
NATURAL YELLOW 18 CHLORIDE
TIMTEC-BB SBB006488
UMBELLATINE
Berberine chloride std.
Berberin hydrochloride
BERBERINE CHLORIDE HYDRATE
5,6-Dihydro-9,10-dimethoxybenzo[g]-1,3-benzodioxolo[5,6-a]quinolizinium chloride hydrate
Berberine chloride hydrate, 97%, water <17% | [EINECS(EC#)]
211-195-9 | [Molecular Formula]
C20H18ClNO4 | [MDL Number]
MFCD00011939 | [Molecular Weight]
371.81 | [MOL File]
141433-60-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
204-206 °C (dec.)
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [Colour Index ]
75160 | [form ]
Solid | [color ]
Pale Yellow to Yellow | [Water Solubility ]
Soluble in water. | [Sensitive ]
Light Sensitive | [Merck ]
14,1154 | [BRN ]
3836585 | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C20H18NO4.ClH.H2O/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;;/h3-4,7-10H,5-6,11H2,1-2H3;1H;1H2/q+1;;/p-1 | [InChIKey]
VKJGBAJNNALVAV-UHFFFAOYSA-M | [SMILES]
O(C1=C(C=CC2=CC3C4=CC5OCOC=5C=C4CC[N+]=3C=C12)OC)C.[Cl-].O | [CAS DataBase Reference]
141433-60-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
This alkaloid occurs together with Neprotine (q.v.) in Berberis insignis Hook, B.
umbellata Wall and Mahonia nepalensis DC. (Syn. Berberis nepalensis Spreng.).
It is optically inactive and crystallizes from H2O with 5.5 H2O. It yields crystal_x0002_line salts, e.g. the nitrate, m.p. 265-7°C (dec.); sulphate, m.p. 271-3°C (dec.)
and the picrate, m.p. 231°C (dec.). The base also furnishes a methyl ether, m.p.
265°C and on catalytic hydrogenation gives the tetrahydro derivative, m.p.
213-5°C (dec.). The ultraviolet spectrum resembles that of berberine (q.v.).
Oxidation with KMn04 in Me2CO gives hemipinic acid, identified as the
ethylimide, m.p. 90°C. | [Uses]
Primarily for the treatment of gastroenteritis, dysentery and other intestinal infections and conjunctivitis, purulent otitis media. | [General Description]
Berberine chloride is an alkaloid with antibiotic properties. Berberine chloride induces reactive oxygen species (ROS) production and inhibits DNA topoisomerase. It has anti-tumor properties. | [References]
Orekhov.,J. Amer. Pharm. Assoc., 30,247, (1941)
Chatterjee., ibid, 33,205,210 (1944) |
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