Boldine

Base Information

• Chemical Name: Boldine
• CAS No.: 476-70-0
• Molecular Formula: C19H21NO4
• Molecular Weight: 327.38
• Hs Code.: 29399990
• European Community (EC) Number: 207-509-9
• UNII: 8I91GE2769
• DSSTox Substance ID: DTXSID40883394
• Nikkaji Number: J312.540H
• Wikipedia: Boldine
• Wikidata: Q2070105
• Metabolomics Workbench ID: 67585
• ChEMBL ID: CHEMBL388342
• Mol file: 476-70-0.mol

Synonyms:4H-Dibenzo[de,g]quinoline-2,9-diol,5,6,6a,7-tetrahydro-1,10-dimethoxy-6-methyl-, (S)-;6aa-Aporphine-2,9-diol,1,10-dimethoxy- (8CI);Boldine (6CI,7CI);(+)-(S)-Boldine;(+)-2,9-Dihydroxy-1,10-dimethoxyaporphine;(+)-Boldine;(S)-(+)-Boldine;(S)-Boldine;1,10-Dimethoxy-6aa-aporphine-2,9-diol;

Chemical Property of Boldine

Chemical Property:

• Vapor Pressure: 8.02E-12mmHg at 25°C
• Melting Point: 162-164 °C
• Refractive Index: 1.638
• Boiling Point: 529.3 °C at 760 mmHg
• PKA: 9.75±0.20(Predicted)
• Flash Point: 273.9 °C
• PSA: 62.16000
• Density: 1.29 g/cm³
• LogP: 2.80500
• Storage Temp.: 2-8°C
• Solubility.: Acetonitrile (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 327.14705815
• Heavy Atom Count: 24
• Complexity: 461

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boldine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 1-20-24/25-45-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)OC)O)OC)O
• Isomeric SMILES: CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=CC(=C(C=C43)OC)O)OC)O
• Uses: antineoplastic boldine is attributed with strong anti-oxidant properties. It has also demonstrated an ability to protect against uVB rays. Boldine is a constituent of the boldo plant (Peumus boldus Mol.) native to Chile, and is found in the plant’s leaves and bark.

Technology Process of Boldine

There total 1 articles about Boldine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + formic acid (64-18-6) → boldine (476-70-0)

Guidance literature:

With water;

Reference yield: 96.0%

5-Chloro-1-phenyltetrazole (14210-25-4) + boldine (476-70-0) → 2,9-O,O-bis(1-phenyl-1H-tetrazol-5-yl)boldine (65979-75-1)

Guidance literature:

With potassium carbonate; In acetonitrile; for 24h; Heating / reflux;

Reference yield: 87.0%

phenyltrimethylammonium chloride (138-24-9) + boldine (476-70-0) → glaucine (475-81-0)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 90 ℃; for 16h;

DOI:10.1081/SCC-120014988

upstream raw materials:

formaldehyd

formic acid

Downstream raw materials:

glaucine

(+)-Predicentrine

2,9-O,O-bis(1-phenyl-1H-tetrazol-5-yl)boldine

1,2,9,10-tetramethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline