(S)-7α-Acetylamino-6,7-dihydro-10-(methylthio)-1,2,3-trimethoxybenzo[a]heptalene-9(5H)-one
Thiocolchicine
CAS: 2730-71-4
Molecular Formula: C22H25NO5S
(S)-7α-Acetylamino-6,7-dihydro-10-(methylthio)-1,2,3-trimethoxybenzo[a]heptalene-9(5H)-one - Names and Identifiers
(S)-7α-Acetylamino-6,7-dihydro-10-(methylthio)-1,2,3-trimethoxybenzo[a]heptalene-9(5H)-one - Physico-chemical Properties
| Molecular Formula | C22H25NO5S |
| Molar Mass | 415.5 |
| Density | 1.27±0.1 g/cm3(Predicted) |
| Melting Point | 193℃ |
| Boling Point | 729.1±60.0 °C(Predicted) |
| Specific Rotation(α) | D20 -221° |
| Solubility | DMSO: soluble10mg/mL, clear |
| Appearance | powder |
| Color | white to beige |
| pKa | 14.75±0.40(Predicted) |
| Storage Condition | -20°C |
| In vitro study | Thiocolchicine is against MCF-7, LoVo, LoVo/DX, A-549 and BALB/3T3 cells with IC 50 values of 0.01 μM, 0.021 μM, 0.398 μM, 0.011 μM and 0.114 μM, respectively.Thiocolchicine (1 nM-100 μM; 24-72 hours) shows a relationship between cell cycle blocking activity and growth inhibition in breast cancer cells. It inhibits cell proliferation of MDA-MB-231 and multidrug resistant (MDR) MCF-7 ADRr breast cancer cells with IC 50 s of 0.6 nM and 400 nM, respectively, as well as MDR CEM-VBL leukemia cells (IC 50 =50 nM). |
(S)-7α-Acetylamino-6,7-dihydro-10-(methylthio)-1,2,3-trimethoxybenzo[a]heptalene-9(5H)-one - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | UN 1544PSN1 6.1 / PGI |
| WGK Germany | 3 |
(S)-7α-Acetylamino-6,7-dihydro-10-(methylthio)-1,2,3-trimethoxybenzo[a]heptalene-9(5H)-one - Introduction
Thiocolchicine is a compound from the colchicine family with a colchicine-like structure. Its chemical name is (7s)-N-[(7s)-3,4-dimethoxyphenyl]-5,6,7,8-tetrahydro-1,2,3,10-tetramethoxy-6, 7-dimethy1-n-(sulfoxymethyl) benzo[a]heptalene-4a-carboxamide.
The properties of Thiocolchicine are similar to colchicine. It is a white crystalline solid. It is almost insoluble in water at room temperature, but soluble in organic solvents such as ethanol, dimethyl sulfoxide and acetonitrile. It has the characteristics of active alkaline and black denaturation.
Thiocolchicine has a wide range of applications in the field of medicine. It is a semisynthetic derivative of colchicine, which has antitumor and anti-inflammatory effects. The cell division process can be blocked by inhibiting microtubule polymerization, thereby inhibiting the proliferation of cancer cells. In addition, Thiocolchicine is also used to treat inflammatory diseases such as arthritis and orthopedic conditions.
Regarding the preparation method, the preparation method of Thiocolchicine mainly introduces a sulfur group by reacting colchicine with a thioacylating reagent. This reaction results in thiolylation with the departure of the phthalimide at the 4a position to form Thiocolchicine.
When using Thiocolchicine, you need to pay attention to security issues. It is a potentially toxic substance with significant cytotoxicity and neurotoxicity. Contact with the skin or inhalation of its dust may cause irritation and injury. Appropriate personal protective equipment, such as gloves and protective glasses, should be used to avoid contact. At the same time, it should be operated in a well-ventilated area to avoid inhaling dust.
The properties of Thiocolchicine are similar to colchicine. It is a white crystalline solid. It is almost insoluble in water at room temperature, but soluble in organic solvents such as ethanol, dimethyl sulfoxide and acetonitrile. It has the characteristics of active alkaline and black denaturation.
Thiocolchicine has a wide range of applications in the field of medicine. It is a semisynthetic derivative of colchicine, which has antitumor and anti-inflammatory effects. The cell division process can be blocked by inhibiting microtubule polymerization, thereby inhibiting the proliferation of cancer cells. In addition, Thiocolchicine is also used to treat inflammatory diseases such as arthritis and orthopedic conditions.
Regarding the preparation method, the preparation method of Thiocolchicine mainly introduces a sulfur group by reacting colchicine with a thioacylating reagent. This reaction results in thiolylation with the departure of the phthalimide at the 4a position to form Thiocolchicine.
When using Thiocolchicine, you need to pay attention to security issues. It is a potentially toxic substance with significant cytotoxicity and neurotoxicity. Contact with the skin or inhalation of its dust may cause irritation and injury. Appropriate personal protective equipment, such as gloves and protective glasses, should be used to avoid contact. At the same time, it should be operated in a well-ventilated area to avoid inhaling dust.
Last Update：2024-04-09 21:49:45
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Product Name: Thiocolchicine Visit Supplier Webpage Request for quotation
CAS: 2730-71-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
CAS: 2730-71-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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