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Protostephanine is a Stephania alkaloid derived from the plant S. japonica Miers. It forms colorless prisms from MeOH, which contain solvent of crystallization, with a melting point of 75°C. When the solvent is removed under vacuum, the dry alkaloid has a higher melting point of 90-95°C. It is optically inactive and yields crystalline salts, such as the hydrochloride with a melting point of 150°C (dec.), platinichloride with orange prisms and a melting point of 223°C (dec.), methiodide with a melting point of 220-225°C, and the methomethylsulfate with a melting point of 235°C after sintering at 227°C. The structure of protostephanine has been recently confirmed by a synthesis that follows a route related to the biosynthetic pathway.

549-28-0

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549-28-0 Usage

Uses

1. Used in Pharmaceutical Industry:
Protostephanine is used as a pharmaceutical compound for its potential therapeutic applications. The alkaloid has been found to have various biological activities, making it a promising candidate for the development of new drugs.
2. Used in Drug Delivery Systems:
Protostephanine can be utilized as a component in drug delivery systems to improve the efficacy and targeted delivery of therapeutic agents. Its unique properties may allow for the development of novel drug formulations with enhanced bioavailability and reduced side effects.
3. Used in Chemical Research:
Due to its structural characteristics and recent confirmation through synthesis, protostephanine can be employed as a subject of study in chemical research. This may lead to a better understanding of its properties, potential applications, and the development of new synthetic routes for related compounds.
4. Used in Analytical Chemistry:
The optical inactivity and the ability to form crystalline salts make protostephanine a potential candidate for use in analytical chemistry. It could be employed as a reference compound or in the development of new analytical methods for the detection and quantification of similar alkaloids.
5. Used in Material Science:
The unique properties of protostephanine, such as its melting points and crystalline structure, may find applications in material science. It could be used in the development of new materials with specific properties, such as thermal stability or optical characteristics, depending on the requirements of various industries.

References

Kondo, Watanabe., J. Pharrn. Soc., Japan, 58,46 (1938) Kondo, Takeda., Chern. Abstr., 49, 1076 (1955) Synthesis: Battersby et al., Chern. Cornrnun., 20, 1214 (1968)

Check Digit Verification of cas no

The CAS Registry Mumber 549-28-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 9 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 549-28:
(5*5)+(4*4)+(3*9)+(2*2)+(1*8)=80
80 % 10 = 0
So 549-28-0 is a valid CAS Registry Number.
InChI:InChI=1/C21H27NO4/c1-22-8-6-14-10-20(25-4)21(26-5)13-17(14)18-11-15(23-2)12-19(24-3)16(18)7-9-22/h10-13H,6-9H2,1-5H3

549-28-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name protostephanine

1.2 Other means of identification

Product number -
Other names 2,3,10,12-tetramethoxy-7-methyl-6,7,8,9-tetrahydro-5H-dibenzo[d,f]azonine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:549-28-0 SDS

549-28-0Downstream Products

549-28-0Relevant academic research and scientific papers

Synthesis along Biosynthetic Pathways. Part 2. Synthesis of Protostephanine

Battersby, Alan R.,Bhatnagar, Akil K.,Hackett, Peter,Thornber, Craig W.,Staunton, James

, p. 2002 - 2009 (2007/10/02)

The dienone protostephanone (3) is synthesised by phenol coupling or by Pschorr cyclisation from readily prepared tetrahydroisoquinolines, and the corresponding dienols (17) and (18) are converted by rearrangement, fragmentation, and reduction into protostephanine (4).This sequence mimics the natural pathway to the alkaloid.

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