veratramine
- CAS No.
- 60-70-8
- Chemical Name:
- veratramine
- Synonyms
- NSC 2388;NSC 17821;NSC 23880;AIDS011940;veratraMin;Vreaframine;veratramine;Veratramine, >99%;NSC17821;NSC23880;Veratramine 60-70-8
- CBNumber:
- CB0875482
- Molecular Formula:
- C27H39NO2
- Molecular Weight:
- 409.6
- MOL File:
- 60-70-8.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/6/8 17:06:34
| Melting point | 122-1240C |
|---|---|
| alpha | D25 -71.8° (c = 1.21); D25 -70° (c = 1.56 in methanol) |
| Boiling point | 529.83°C (rough estimate) |
| Density | 1.0393 (rough estimate) |
| refractive index | 1.6400 (estimate) |
| storage temp. | Sealed in dry,Store in freezer, under -20°C |
| solubility | Soluble in DMSO (up to 12 mg/ml) or in Ethanol (up to 10 mg/ml) |
| form | solid |
| pka | 14.82±0.60(Predicted) |
| color | Tan |
| λmax | 268nm(lit.) |
| Merck | 14,9952 |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months. |
| CAS DataBase Reference | 60-70-8 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301 | |||||||||
| Precautionary statements | P501-P270-P264-P301+P310+P330-P405 | |||||||||
| RIDADR | UN 2811 6.1/PG III | |||||||||
| RTECS | YX5094000 | |||||||||
| HS Code | 2933.39.4100 | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| NFPA 704 |
|
veratramine price More Price(2)
veratramine Chemical Properties,Uses,Production
Description
This alkaloid occurs naturally in Veratrum grandi/lorum and V. viride and is also formed during the hydrolysis of Veratrosine (q.v.). It forms colourless crystals of the monohydrate from aqueous EtOH and has [α]19D - 70° (MeOH). The hydrochloride forms colourless plates from EtOH, m.p. 20l-2°C and the picrate, yellow plates, m.p. 217.5 - 218°C. Two non-phenolic hydroxyl groups and an imino group are present and the triacetyl derivative, m.p. 205.5-206°C; [α]14.5D + 37.8° (MeOH), on controlled hydrolysis furnishes the N-acetyl com_x0002_pound, m.p. 176-8°C. The O-acetate has also been prepared as colourless prisms from aqueous EtOH, m.p. 20l-2°C but it is still uncertain which of the hydroxyl groups is acetylated in this derivative. Treatment with methyl iodide in MeOH in the presence of sodium carbonate gives N-methylveratraminc methiodide, m.p. 268°C (dec.) from which the methochloride, m.p. 277°C can be obtained. On catalytic hydrogenation, the base furnishes the dihydro derivative, m.p. 198- 200°C; [α]27D + 27.4°, which forms the N-acetyl compound, m.p. 220-3°C; [α]28D + 81° and the triacetyl derivative, m.p. l89.5-190.5°C; [α]24D + 84°.
Chemical Properties
White Solid
Uses
The hedgehog (Hh) signaling pathway, which is blocked by cyclopamine , plays a key role in morphogenesis and has potential applications in the treatment of cancer. Veratramine, a teratogenic steroidal alkaloid isolated from the corn lily (Veratrum sp.), is an analog of cyclopamine that can inhibit the Hh signaling-dependent proliferation of NIH/3T3 cells at 8 μM. Additionally, veratramine has anti-thrombotic activity as it dose dependently inhibits platelet aggregation in rabbits ex vivo. While it may be most useful as a signal transduction inhibitor for treating tumors, veratramine also induces serotonin release and inhibits its re-uptake in the CNS.
Definition
ChEBI: A piperidine alkaloid comprising the 14,15,16,17-tetradehydro derivative of veratraman having two hydroxy groups at the 3- and 23-positions.
References
Saito., Bull. Chem. Soc., Japan, 15, 22 (1940)
Jacobs, Craig.,J. Biol. Chem., 155,565 (1944)
Jacobs,.Craig., ibid, 160,555 (1945)
Tamm, Wintersteiner., J. Amer. Chem. Soc., 74,3842 (1952)
Mass spectra:
Budzikiwicz., Tetrahedron, 20,2267 (1964)
Synthesis:
Masamune, Takasugi, Murai., Tetrahedron, 27,3369 (1971)
veratramine Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| Chengdu GLP biotechnology Co Ltd | 028-87075086 13350802083 | CHINA | 1824 | 58 | Inquiry |
| Chengdu Biopurify Phytochemicals Ltd. | +86-28-82633860 +86-18080483897 | China | 3424 | 58 | Inquiry |
| Xi'an Kono chem co., Ltd., | 029-86107037 13289246953 | China | 2995 | 58 | Inquiry |
| Shaanxi Pioneer Biotech Co., Ltd . | +8613259417953 | China | 3000 | 58 | Inquiry |
| BOC Sciences | +1-631-485-4226 | United States | 19553 | 58 | Inquiry |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | China | 39916 | 58 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29826 | 58 | Inquiry |
| Hubei Ipure Biology Co., Ltd | +8613367258412 | China | 10326 | 58 | Inquiry |
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