Dihydroberberine

Basic Information

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CAS Number

483-15-8

Molecular Formula

C20H19NO4

Molecular Weight

337.38 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Physical State

Powder

Melting Point

223-224 ºC (dec.)

Solubility

Insuluble (2.2E-3 g/L) (25 ºC),

SMILES

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COC1=C(C2=C(C=C1)C=C3C4=CC5=C(C=C4CCN3C2)OCO5)OC

InChI

InChI=1S/C20H19NO4/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/h3-4,7-9H,5-6,10-11H2,1-2H3

InChIKey

FZAGOOYMTPGPGF-UHFFFAOYSA-N

LogP

3.3023000000000025

Topological Polar Surface Area

40.160000000000004 Å²

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

538

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

9,10-Dimethoxy-2,3-(methylenedioxy)-13,13a-didehydroberbine
BDBM50480308
NSC-331264
CS-0018246
FT-0701465
16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,15(20),16,18-heptaene
CHEBI:192073
7,8-Dihydroberberine
AKOS016010627
lambertin
6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8-dihydro-9,10-dimethoxy-
3bti
MS-25118
CHEMBL11848
9,10-Dimethoxy-5,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline #
Berberine, dihydro-
Dihydroberberine
9,10-Dimethoxy-5,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
483-15-8
BRN 0344128
A871933
Dihydroberberine/dihydroumbellatine
BERBINE, 13,13a-DIDEHYDRO-9,10-DIMETHOXY-2,3-(METHYLENEDIOXY)-
DTXSID70197476
16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2(10),3,8,15,17,19-heptaene
9,10-Dimethoxy-6,8-dihydro-5H-1,3-dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
SCHEMBL299738
9,10-Dimethoxy-6,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
HY-N1934
MFCD00022312
NSC 331264

MDL Number

MFCD00022312

Customs Code

2934999090

FAQ

What are the physical and chemical properties of Dihydroberberine (CAS: 483-15-8)?

Dihydroberberine (CAS: 483-15-8) is a crystalline compound with a molecular weight of approximately 282.28 g/mol. It has a solubility of about 0.01 g/100 mL in water at 20°C. Dihydroberberine is moderately reactive, showing basic properties due to its hydroxyl group. It is soluble in polar solvents such as ethanol and acetone. Its reactivity is influenced by the presence of the hydroxyl and methoxy groups.

How is Dihydroberberine (CAS: 483-15-8) typically synthesized?

Dihydroberberine (CAS: 483-15-8) can be synthesized through a series of reactions starting from berberine or its derivatives. Commonly, a demethylation step is followed by reduction of the resulting quinone moiety. Various catalysts such as palladium on carbon and hydrogen gas can be used for the reduction step. The overall process involves rigorous control of reaction conditions to achieve high selectivity and yield.

What industries use Dihydroberberine (CAS: 483-15-8)?

Dihydroberberine (CAS: 483-15-8) is used in the pharmaceutical industry for its potential medicinal properties, particularly in the treatment of inflammatory conditions and infections. It is also utilized in the polymer industry for its antioxidant and stabilizing properties. Additionally, it has applications in the development of sensors and semiconductors due to its unique electronic and optical properties.

What precautions should be taken when handling Dihydroberberine (CAS: 483-15-8)?

When handling Dihydroberberine (CAS: 483-15-8), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be done in a well-ventilated area or a fume hood to avoid inhalation of dust or vapors. Spills should be cleaned up carefully using appropriate absorbent materials. Always consult the Safety Data Sheet (SDS) for detailed information on handling and storage to ensure safety.