Rescinnamine

Base Information

• Chemical Name: Rescinnamine
• CAS No.: 24815-24-5
• Deprecated CAS: 84-34-4,522-78-1,25460-29-1,15676-43-4,15676-44-5,28821-79-6,412909-15-0,28821-79-6,25460-29-1,412909-15-0,15676-43-4,15676-44-5
• Molecular Formula: C35H42 N2 O9
• Molecular Weight: 634.726
• European Community (EC) Number: 246-471-8
• UNII: Q6W1F7DJ2D
• UN Number: 1544
• ChEMBL ID: CHEMBL1668
• DSSTox Substance ID: DTXSID3023554
• Metabolomics Workbench ID: 43397
• NCI Thesaurus Code: C61923
• Nikkaji Number: J3.476B
• NSC Number: 15628
• Pharos Ligand ID: R8KGHM9F1QH4
• Wikidata: Q409978
• Wikipedia: Rescinnamine
• Mol file: 24815-24-5.mol

Synonyms:Moderil;rescinnamine

Chemical Property of Rescinnamine

Chemical Property:

• Appearance/Colour: white to cream powder
• Vapor Pressure: 8.5E-23mmHg at 25°C
• Melting Point: 238 C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 756.8°C at 760 mmHg
• PKA: pKa 6.4 (Uncertain)
• Flash Point: 411.5°C
• PSA: 117.78000
• Density: 1.31g/cm³
• LogP: 4.50860
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 11
• Exact Mass: 634.28903092
• Heavy Atom Count: 46
• Complexity: 1080
• Transport DOT Label: Poison

Purity/Quality:

99%, ^*data from raw suppliers

Rescinnamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 25-20/21/22
• Safety Statements: 22-45-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C=CC6=CC(=C(C(=C6)OC)OC)OC
• Isomeric SMILES: CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)/C=C/C6=CC(=C(C(=C6)OC)OC)OC
• Recent EU Clinical Trials: NON-INFERIORITY STUDY OF A METRONIDAZOLE 0.75% CREAM VERSUS REFERENCE THERAPY IN THE LOCAL TREATMENT OF PAPULOPUSTULAR ROSACEA.
• Description: This Rauwolfia alkaloid is found in the barks of R. serpentina and R. vomitora and was originally given the name Reserpinine, this being altered to avoid confusion with another alkaloid of the same name (q.v.). The base has [α]17D - 99.2° (c 1.3, CHCI3). From chemical degradation and spectroscopic analysis, the structure has been established as the 3:4: 5-trimethoxycinnamoyl ester of reserpic acid.
• Uses: Rescinnamine occurs in the roots of a num ber of Rauwolfia species. Therapeutically, itis used as an antihypertensive agent. Rescinnamine is an angiotensin-converting enzyme inhibitor used as an antihypertensive drug.

Technology Process of Rescinnamine

There total 4 articles about Rescinnamine 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:

(E)-3-(3,4,5-trimethoxyphenyl)acryloyl chloride (10263-19-1,89652-61-9) + methyl reserpate (2901-66-8) → rescinnamine (24815-24-5)

Guidance literature:

Reference yield:

→ rescinnamine (24815-24-5)

Guidance literature:

Reference yield:

→ 11,17-dimethoxy-18-[3-(3,4,5-trimethoxy-phenyl)-acryloyloxy]-yohimbane-16-carboxylic acid methyl ester (84-34-4,24815-24-5,28821-79-6)

Guidance literature:

Methylreserpat u. d. Zimtsaeure;

upstream raw materials:

(E)-3-(3,4,5-trimethoxyphenyl)acryloyl chloride

methyl reserpate

Downstream raw materials:

methyl reserpate

ent-11,17β-dimethoxy-18α-[3-(3,4,5-trimethoxy-phenyl)-propionyloxy]-15β-yohimban-16α-carboxylic acid methyl ester

Refernces