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Rugulovasine A is a non-crystallizable alkaloid derived from cultures of Penicillium concavorugulosum. It exhibits slight laevorotation with a specific rotation of [α]22436 3.0° (c 1.0, pyridine). The molecule features an unsaturated five-membered lactone ring, which upon catalytic hydrogenation, forms a crystalline dihydro derivative with a melting point of 149-151°C. The structure of rugulovasine A includes an indole ring with one nitrogen atom and a methylamino group as the other nitrogen-containing component.

26909-33-1

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26909-33-1 Usage

Uses

1. Used in Pharmaceutical Industry:
Rugulovasine A is used as a pharmaceutical compound for its potential therapeutic applications. The expression is: rugulovasine A is used as a pharmaceutical compound for its potential therapeutic applications due to its unique chemical structure and alkaloid properties.
2. Used in Research and Development:
Rugulovasine A serves as a valuable research tool in the field of natural products chemistry and drug discovery. The expression is: rugulovasine A is used as a research tool for studying its chemical properties, potential interactions with biopolymers and macromolecules, and its possible applications in drug development.
3. Used in Drug Synthesis:
The unique structure of rugulovasine A may be utilized in the synthesis of novel drugs targeting various diseases. The expression is: rugulovasine A is used as a key component in drug synthesis for its potential to contribute to the development of new therapeutic agents.
4. Used in Analytical Chemistry:
Rugulovasine A can be employed in analytical chemistry for the development of new methods and techniques for the identification and quantification of alkaloids in various samples. The expression is: rugulovasine A is used as a reference compound in analytical chemistry for the advancement of alkaloid analysis and detection methods.
5. Used in Toxicology Studies:
Due to its alkaloid nature, rugulovasine A may be used in toxicology studies to understand its potential effects on biological systems and to evaluate its safety profile. The expression is: rugulovasine A is used as a test compound in toxicology studies to assess its impact on biological systems and determine its safety for potential therapeutic use.

References

Abe et al., Agr. Bioi. Chern., (Tokyo), 33, 469 (1969) Abe et al., Nippon Nogeikagaku Kaishi, 43, 575 (1969) Yamatodani et al., Agr. Bioi. Chern., (Tokyo), 34,485 (1970)

Check Digit Verification of cas no

The CAS Registry Mumber 26909-33-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,9,0 and 9 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 26909-33:
(7*2)+(6*6)+(5*9)+(4*0)+(3*9)+(2*3)+(1*3)=131
131 % 10 = 1
So 26909-33-1 is a valid CAS Registry Number.

26909-33-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name rugulovasine A

1.2 Other means of identification

Product number -
Other names -

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:26909-33-1 SDS

26909-33-1Downstream Products

26909-33-1Relevant academic research and scientific papers

Total synthesis of rugulovasine A

Zhang, Yu-An,Liu, Qiang,Wang, Chao,Jia, Yanxing

, p. 3662 - 3665 (2013)

A concise total synthesis of rugulovasine A is achieved by using Uhle's ketone derivative as the key intermediate, which was synthesized by intramolecular cyclization via metal-halogen exchange. Two different routes to construct a spirocyclic butyrolactone subunit involving a Ru-catalyzed cyclocarbonylation and a special Ru-catalyzed double bond rearrangement were studied.

Applications of vinylogous Mannich reactions. Total syntheses of the Ergot alkaloids rugulovasines A and B and setoclavine

Liras,Lynch,Fryer,Vu,Martin

, p. 5918 - 5924 (2007/10/03)

Concise syntheses of the Ergot alkaloids rugulovasine A (3a), rugulovasine B (3b), and setoclavine (2) have been completed by strategies that feature inter- and intramolecular vinylogous Mannich reactions as the key steps. Thus, the first synthesis of 3a,

The Rugulovasines: Synthesis, Structure, and Interconversions

Rebek, J.,Shue, Y.-K.,Tai, D. F.

, p. 3540 - 3545 (2007/10/02)

Experimental details are provided for the synthesis of the rugulovasine alkaloids from tryptophan.Optically active rugulovasine A is prepared for the first time and details concerning its conformation, racemization, and isomerization to rugulovasine B are presented.

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