CAS 3476-50-4

(7S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo[a]heptalen-9(5H)-one

Description:

(7S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo[a]heptalen-9(5H)-one, with CAS number 3476-50-4, is a complex organic compound characterized by its unique polycyclic structure, which includes a benzo[a]heptalene framework. This compound features multiple methoxy groups, contributing to its chemical reactivity and solubility properties. The presence of an amino group enhances its potential for forming hydrogen bonds, which can influence its interactions in biological systems. The stereochemistry indicated by the (7S) designation suggests specific spatial arrangements of atoms, which can significantly affect the compound's biological activity and pharmacological properties. Typically, such compounds may exhibit various biological activities, including potential use in medicinal chemistry. However, detailed studies on its specific applications, toxicity, and environmental impact would be necessary to fully understand its characteristics and potential uses. Overall, this compound represents a fascinating area of study within organic and medicinal chemistry, with implications for drug development and synthesis.

Formula: C₂₀H₂₃NO₅

InChI: InChI=1/C20H23NO5/c1-23-16-8-6-12-13(10-15(16)22)14(21)7-5-11-9-17(24-2)19(25-3)20(26-4)18(11)12/h6,8-10,14H,5,7,21H2,1-4H3/t14-/m0/s1

InChI key: InChIKey=HFPMXDMZJUJZBX-AWEZNQCLSA-N

SMILES: O(C)C1=C2C=3C(=CC(=O)C(OC)=CC3)[C@@H](N)CCC2=CC(OC)=C1OC

Synonyms:

• (-)-7-Deacetylcolchicine
• (-)-Deacetylcolchicine
• (7S)-7-Amino-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one
• (7S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo[a]heptalen-9(5H)-one
• Benzo[a]heptalen-9(5H)-one, 7-amino-6,7-dihydro-1,2,3,10-tetramethoxy-, (S)-
• Colchicine, N-deacetyl-
• Colchicine, deacetyl-
• Desacetylcolchicine
• N-Deacetylcolchicine
• N-Desacetylcolchicine
• NSC 201400
• benzo[a]heptalen-9(5H)-one, 7-amino-6,7-dihydro-1,2,3,10-tetramethoxy-, (7S)-
• (7S)-7-AMino-6,7-dihydro-1,2,3,10-tetraMethoxy-benzo[a]heptalen-9(5H)-one
• Colchicine Impurity 22
• (S)-N-Deacetyl Colchicine
• (S)-7-Amino-6,7-dihydro-1,2,3,10-tetramethoxybenzo[a]heptalen-9(5H)-one
• (-)-N-Deacetyl Colchicine
• (S)-7-Amino-1,2,3,10-tetramethoxy-6,7-dihydrobenzo[a]heptalen-9(5H)-one
• (7S)-7-Amino-1,2,3,10-Tetramethoxy-6,7-Dihydro-5H-Benzo[g]Heptalen-9-One
• Colchicine N-Desacetyl (S)-Isomer
• trimethylcolchicinic acid methyl ether

(7S)-7-Amino-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one

CAS: 3476-50-4

Formula: C₂₀H₂₃NO₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 357.4003

Ref: IN-DA007BU1

N-Desacetyl Colchicine

CAS: 3476-50-4

Formula: C₂₀H₂₃NO₅

Color and Shape: Orange Solid

Molecular weight: 357.41

Ref: 4Z-C-1521

(S)-N-Deacetyl Colchicine

Controlled Product

CAS: 3476-50-4

Applications An antimitotic agent that disrupts microtubles by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signaling pathway.
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 Lunduena, R.F., et al.: Curr. Opin. Cell Biol., 4, 53 (1992), Ceccatelli, S., et al.: Neuroreport, 8, 3779 (1997), Want, T.H., et al.: J. Biol. Chem., 273, 4928 (1998), Andreu, J.M., et al.: Biochemistry, 37, 8356 (1998), Jordan, A., et al.: Med. Res. Rev., 18, 259 (1998), Alali, F., et al.: Phytochem. Anal., 19, 385 (2008), Chang, D., et al.: Bioorg. Med. Chem. Lett., 19, 4416 (2009),

Formula: C₂₀H₂₃NO₅

Color and Shape: Neat

Molecular weight: 357.40

Ref: TR-D198920

(7S)-7-Amino-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[g]heptalen-9-one

CAS: 3476-50-4

(7S)-7-Amino-1,2,3,10-tetramethoxy-6,7-dihydro-5H-benzo[g]heptalen-9-one is a hydroxylated analog of demecolcine. It has been shown to be an effective antimicrobial agent with proteolytic and hypoglycemic effects in mice. 7SATM is able to inhibit the activity of human macrophages. This drug has also been shown to have diagnostic potential by binding to a monoclonal antibody that recognizes the myeloperoxidase enzyme on the surface of neutrophils.

Formula: C₂₀H₂₃NO₅

Purity: Min. 95 Area-%

Color and Shape: Slightly Yellow Powder

Molecular weight: 357.4 g/mol

Ref: 3D-FA20821

N-Deacetyl Colchicine

CAS: 3476-50-4

Formula: C₂₀H₂₃NO₅

Molecular weight: 357.4

Ref: ST-EA-CP-C33013

N-Deacetylcolchicine

CAS: 3476-50-4

Trimethylcolchicinic acid methyl ether (HAN 76504), an antimitotic agent, blocks microtubule assembly by attaching to tubulin and inhibiting its polymerization. It enhances tubulin's intrinsic GTPase activity, induces apoptosis across various normal and tumor cell lines, and activates the JNK/SAPK pathway. Currently unnamed, it is referred to by a provisional code name in line with MedKoo Chemical Nomenclature (https://www.medkoo.com/page/naming) for ease of communication.

Formula: C₂₀H₂₃NO₅

Color and Shape: Solid

Molecular weight: 357.4

Ref: TM-T85194