CAS 483-18-1

(-)-Emetine

Description:

(-)-Emetine is a naturally occurring alkaloid derived from the plant Cephaelis ipecacuanha, commonly known as ipecac. It is characterized by its complex structure, which includes a tetracyclic framework. This compound exhibits a range of biological activities, primarily recognized for its emetic properties, which induce vomiting. (-)-Emetine acts as an antiamoebic agent, making it effective against certain parasitic infections, particularly amoebic dysentery caused by Entamoeba histolytica. The substance functions by inhibiting protein synthesis in the target cells, leading to cell death. In addition to its medicinal uses, (-)-Emetine has been studied for its potential anticancer properties, as it can induce apoptosis in various cancer cell lines. However, its use is limited due to potential toxicity and side effects, including gastrointestinal disturbances and cardiac complications. As a controlled substance, (-)-Emetine is subject to regulations in many countries, and its therapeutic applications are carefully monitored. Overall, (-)-Emetine is a significant compound in pharmacology, with both historical and contemporary relevance in treating specific health conditions.

Formula: C₂₉H₄₀N₂O₄

InChI: InChI=1S/C29H40N2O4/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3/t18-,21-,24+,25-/m0/s1

InChI key: InChIKey=AUVVAXYIELKVAI-CKBKHPSWSA-N

SMILES: C([C@H]1C[C@]2(C=3C(=CC(OC)=C(OC)C3)CCN2C[C@@H]1CC)[H])[C@@H]4C=5C(=CC(OC)=C(OC)C5)CCN4

Synonyms:

• (2S,3R,11bS)-3-Ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-2H-benzo[a]quinolizine
• 2H-Benzo(a)quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolyl)methyl)-
• 2H-Benzo[a]quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-, (2S,3R,11bS)-
• 6',7',10,11-Tetramethoxyemetan
• Brn 0100829
• Cephaeline methyl ether
• Cephaline-O-methyl ether
• Emetan, 6',7',10,11-tetramethoxy-
• Emetan, 6′,7′,10,11-tetramethoxy-
• Emetin
• Emetina
• Emetine [BAN]
• Hsdb 2150
• Methyl cephaeline
• Nsc-33669
• Unii-X8D5Epo80M
• (-)-Emetine
• Emetine

Emetine (>90%)

CAS: 483-18-1

Formula: C₂₉H₄₀N₂O₄

Purity: >90%

Ref: TR-TRC-E521530

Emetine (>90%)

CAS: 483-18-1

Applications Emetine is the principal alkaloid of ipecac, the ground roots of Uragoga ipecacuanha.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Nomura, T. et. al.: J. Biol. Chem. 285, 7722 (2010)

Formula: C₂₉H₄₀N₂O₄

Purity: >90%

Color and Shape: Neat

Molecular weight: 480.64

Ref: TR-E521530

Emetine

CAS: 483-18-1

Alkaloid from the roots of the tropical plant Cephaelis ipecacuanha and active ingredient in ipecac. The compound is an inhibitor of protein synthesis and DNA replication. It prevents the formation of Okazaki fragments and uncouples leading and lagging strands during DNA replication. Ementine therefore selectively inhibits the lagging strand synthesis and prevents ADP-ribosylation in the S-phase of cell cycle. It can be used for the preparation and of newly synthesised DNA. The compound has been also used as antiprotozoal agent for the treatment of ameboasis.

Formula: C₂₉H₄₀N₂O₄

Purity: 90%Min

Molecular weight: 480.64 g/mol

Ref: 3D-FE22663