Boldine

Modify Date: 2024-01-02 21:25:03

Boldine Structure
Boldine structure
 Common Name Boldine
CAS Number 476-70-0 Molecular Weight 327.374
Density 1.3±0.1 g/cm3 Boiling Point 529.3±50.0 °C at 760 mmHg
Molecular Formula C19H21NO4 Melting Point 162-164ºC
MSDS Chinese USA Flash Point 273.9±30.1 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Boldine


Boldine is an aporphine isoquinoline alkaloid extracted from the root of Litsea cubeba and also possesses these properties, including antioxidant, anti-inflammatory and cytoprotective effects. Boldine suppresses osteoclastogenesis, improves bone destruction by down-regulating the OPG/RANKL/RANK signal pathway and may be a potential therapeutic agent for rheumatoid arthritis[1].

 Names

Name (6aS)-1,10-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
Synonym More Synonyms

 Boldine Biological Activity

Description Boldine is an aporphine isoquinoline alkaloid extracted from the root of Litsea cubeba and also possesses these properties, including antioxidant, anti-inflammatory and cytoprotective effects. Boldine suppresses osteoclastogenesis, improves bone destruction by down-regulating the OPG/RANKL/RANK signal pathway and may be a potential therapeutic agent for rheumatoid arthritis[1].
Related Catalog
Target

OPG/RANKL/RANK[1]

References

[1]. Zhao H , et al. Boldine isolated from Litsea cubeba inhibits bone resorption by suppressing the osteoclast differentiation in collagen-induced arthritis. Int Immunopharmacol. 2017 Oct;51:114-123.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 529.3±50.0 °C at 760 mmHg
Melting Point 162-164ºC
Molecular Formula C19H21NO4
Molecular Weight 327.374
Flash Point 273.9±30.1 °C
Exact Mass 327.147064
PSA 62.16000
LogP 2.32
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.639

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CE0750000
CHEMICAL NAME :
6a-alpha-Aporphine-2,9-diol, 1,10-dimethoxy-
CAS REGISTRY NUMBER :
476-70-0
BEILSTEIN REFERENCE NO. :
0094036
LAST UPDATED :
199703
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C19-H21-N-O4
MOLECULAR WEIGHT :
327.41
WISWESSER LINE NOTATION :
T C6666 1A Q KN&TT&J EO1 FQ K1 PQ QO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
450 mg/kg
TOXIC EFFECTS :
Cardiac - change in rate Vascular - BP lowering not characterized in autonomic section Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
145 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
90 mg/kg
TOXIC EFFECTS :
Cardiac - change in rate Vascular - BP lowering not characterized in autonomic section Lungs, Thorax, or Respiration - other changes

MUTATION DATA

TYPE OF TEST :
Gene conversion and mitotic recombination
TEST SYSTEM :
Yeast - Saccharomyces cerevisiae
DOSE/DURATION :
100 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 260,145,1991

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases 1-20-24/25-45-36-26
RIDADR UN 1544
WGK Germany 3
RTECS CE0750000
Packaging Group III
Hazard Class 6.1(b)

 Synthetic Route

Formaldehyde structure

Formaldehyde

CAS#:50-00-0

Formic Acid structure

Formic Acid

CAS#:64-18-6

~%

Boldine Structure

Boldine

CAS#:476-70-0

Literature: Nakasato; Nomura Chemical and Pharmaceutical Bulletin, 1959 , vol. 7, p. 780,784 Chem.Abstr., 1960 , p. 4646

 Precursor & DownStream

Precursor  2

DownStream  1

 Articles28

More Articles
Applied biological and physicochemical activity of isoquinoline alkaloids: oxoisoaporphine and boldine.

Molecules 17(9) , 10958-70, (2012)

The aim of this study was to determine the electronic influence of substituent groups and annelated rings such as oxazole-oxazinone on the physicochemical and photoprotection, antioxidant capacity, to...

Are extraction methods in quantitative assays of pharmacopoeia monographs exhaustive? A comparison with pressurized liquid extraction.

Planta Med. 72(12) , 1157-62, (2006)

The extraction methods in selected monographs of the European and the Swiss Pharmacopoeia were compared to pressurized liquid extraction (PLE) with respect to the yield of constituents to be dosed in ...

8-NH2-boldine, an antagonist of alpha1A and alpha1B adrenoceptors without affinity for the alpha1D subtype: structural requirements for aporphines at alpha1-adrenoceptor subtypes.

Planta Med. 71(10) , 897-903, (2005)

Structure-activity analysis of 21 aporphine derivatives was performed by examining their affinities for cloned human alpha (1A), alpha (1B) and alpha (1D) adrenoceptors (AR) using membranes prepared f...

 Synonyms

Boldine chloroform
4H-Dibenzo[de,g]quinoline-2,9-diol, 5,6,6a,7-tetrahydro-1,10-dimethoxy-6-methyl-
Boldin
2,6-dihydroxy-3,5-dimethoxyaporphine
5,6,6a,7-Tetrahydro-1,10-dimethoxy-6-methyl-4H-dibenzo[de,g]quinoline-2,9-diol
EINECS 207-509-9
1,10-dimethoxy-2,9-dihydroxyaporphine
Uniboldina
MFCD00135040
2,9-Dihydroxy-1,10-dimethoxyaporphine
1,10-Dimethoxy-6aa-aporphine-2,9-diol
dl-Boldine
Boldine
1,10-Dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,9-diol
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Chemsrc provides Boldine(CAS#:476-70-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Boldine are included as well.>> amp version: Boldine

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