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Hirsutine is an alkaloid compound derived from Uncaria species of plants, particularly Uncaria rhynchophylla, which has been traditionally used in Chinese medicine for its neuroprotective and anti-inflammatory properties. It exhibits potential effects on the central nervous system, including the ability to protect against neuronal damage and reduce the risk of neurodegenerative diseases such as Parkinson's and Alzheimer's. Furthermore, hirsutine has been studied for its potential anti-cancer and anti-diabetic effects, as well as its ability to lower blood pressure and cholesterol levels, showcasing promising potential for a wide range of therapeutic applications.

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  • 7729-23-9 Structure
  • Basic information

    1. Product Name: Hirsutine
    2. Synonyms: HIRSUTINE;(e)-16,17-didehydro-17-methoxy-17,18-seco-3-beta-yohimban-16-carboxylicacid;16e)-;18-seco-3-beta-yohimban-16-carboxylicacid,16,17-didehydro-17-methoxy-1met;corynan-16-carboxylicacid,16,17-didehydro-17-methoxy-,methylester,(3-bet;Methyl (E)-2-[(2S,3R,12bR)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[3,2-h]quinolizin-2-yl]-3-methoxyprop-2-enoate;(3β,16E)-16,17-Didehydro-17-methoxycorynan-16-carboxylic acid methyl ester;Methyl (E)-2-[(2
    3. CAS NO:7729-23-9
    4. Molecular Formula: C22H28N2O3
    5. Molecular Weight: 368.47
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 7729-23-9.mol
  • Chemical Properties

    1. Melting Point: 101 °C
    2. Boiling Point: 531.7°Cat760mmHg
    3. Flash Point: 275.4°C
    4. Appearance: /
    5. Density: 1.2g/cm3
    6. Vapor Pressure: 2.18E-11mmHg at 25°C
    7. Refractive Index: 1.612
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 18.13±0.60(Predicted)
    11. CAS DataBase Reference: Hirsutine(CAS DataBase Reference)
    12. NIST Chemistry Reference: Hirsutine(7729-23-9)
    13. EPA Substance Registry System: Hirsutine(7729-23-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 7729-23-9(Hazardous Substances Data)

7729-23-9 Usage

Uses

Used in Neuroprotective Applications:
Hirsutine is used as a neuroprotective agent for its ability to protect against neuronal damage and reduce the risk of neurodegenerative diseases such as Parkinson's and Alzheimer's. Its neuroprotective properties make it a valuable compound in the development of treatments for these conditions.
Used in Anti-inflammatory Applications:
Hirsutine is used as an anti-inflammatory agent for its traditional use in Chinese medicine and its potential to reduce inflammation in the body, which can contribute to various health issues.
Used in Anti-cancer Applications:
Hirsutine is used as an anti-cancer agent for its potential to inhibit the growth and proliferation of cancer cells, making it a promising candidate for cancer treatment and research.
Used in Anti-diabetic Applications:
Hirsutine is used as an anti-diabetic agent for its potential to improve blood sugar control and insulin sensitivity, which can help in the management and treatment of diabetes.
Used in Cardiovascular Applications:
Hirsutine is used as a cardiovascular agent for its ability to lower blood pressure and cholesterol levels, contributing to the prevention and treatment of cardiovascular diseases.
Used in Pharmacological Research:
Hirsutine is used as a valuable compound in pharmacological research for its wide range of potential therapeutic applications, including neuroprotection, anti-inflammation, anti-cancer, anti-diabetes, and cardiovascular health. Its diverse effects make it a promising candidate for the development of new drugs and treatments.

Check Digit Verification of cas no

The CAS Registry Mumber 7729-23-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,7,2 and 9 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 7729-23:
(6*7)+(5*7)+(4*2)+(3*9)+(2*2)+(1*3)=119
119 % 10 = 9
So 7729-23-9 is a valid CAS Registry Number.
InChI:InChI=1/C22H28N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h5-8,13-14,17,20,23H,4,9-12H2,1-3H3/b18-13+/t14-,17-,20+/m0/s1

7729-23-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl (E)-2-[(2S,3R,12bR)-3-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

1.2 Other means of identification

Product number -
Other names Hirsutine

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:7729-23-9 SDS

7729-23-9Downstream Products

7729-23-9Relevant articles and documents

Total synthesis of (±)-hirsutine: Application of phosphine-catalyzed imine-allene [4 + 2] annulation

Villa, Reymundo A.,Xu, Qihai,Kwon, Ohyun

, p. 4634 - 4637 (2012/10/30)

The total synthesis of the indole alkaloid hirsutine has been achieved, with a key step being the application of our phosphine-catalyzed [4 + 2] annulation of an imine with ethyl α-methylallenoate. From commercially available indole-2-carboxaldehyde, the target was synthesized in 14 steps and 6.7% overall yield.

Preparation of (±)-hirsutine and (±)-3-isocorynantheidine

Lounasmaa, Mauri,Jokela, Reija,Laine, Christiane,Hanhinen, Pirjo

, p. 445 - 450 (2007/10/03)

Preparation of indole alkaloids (±)-hirsutine (1) and (±)-3- isocorynantheidine (2) is described.

Stereoselective Total Synthesis of (+/-)-Hirsutine and Related Corynanthe Alkaloids

Brown, Richard T.,Jones, Martin F.,Wingfield, Mark

, p. 847 - 848 (2007/10/02)

In a completely stereoselective sequence, an analogue of dihydrosecologanin aglucone has been synthesised via a novel cyclopentenedione dimer and converted into tetracyclic indole alkaloids.

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