veratramine
- Product Name
- 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
- Formula Weight
- 409.6
- MOL File
- 60-70-8.mol
veratramine Property
- 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)
- pka
- 14.82±0.60(Predicted)
- form
- solid
- 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
- RIDADR
- UN 2811 6.1/PG III
- RTECS
- YX5094000
- HS Code
- 2933.39.4100
- HazardClass
- 6.1
- PackingGroup
- III
- Hazardous Substances Data
- 60-70-8(Hazardous Substances Data)
N-Bromosuccinimide Price
- Product number
- V0148
- Product name
- Veratramine
- Purity
- >98.0%(HPLC)
- Packaging
- 10mg
- Price
- $47
- Updated
- 2024/03/01
- Product number
- V0148
- Product name
- Veratramine
- Purity
- >98.0%(HPLC)
- Packaging
- 50mg
- Price
- $142
- Updated
- 2024/03/01
- Product number
- 11724
- Product name
- Veratramine
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $62
- Updated
- 2024/03/01
- Product number
- 11724
- Product name
- Veratramine
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $115
- Updated
- 2024/03/01
- Product number
- 11724
- Product name
- Veratramine
- Purity
- ≥95%
- Packaging
- 25mg
- Price
- $270
- Updated
- 2024/03/01
veratramine Chemical Properties,Usage,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
It is useful as signal transduction inhibitor for treating tumors
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
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View Lastest Price from veratramine manufacturers
- Product
- Veratramine 60-70-8
- Price
- US $0.00/mg
- Min. Order
- 5mg
- Purity
- ≥98%(HPLC)
- Supply Ability
- 10 g
- Release date
- 2020-03-16
- Product
- Veratramine 60-70-8 60-70-8
- Price
- US $45.00/g
- Min. Order
- 10mg
- Purity
- ≥98% HPLC
- Supply Ability
- 1000.00 kgs
- Release date
- 2019-06-27
- Product
- veratramine 60-70-8
- Price
- US $8.00/KG
- Min. Order
- 1KG
- Purity
- ＞98% HPLC
- Supply Ability
- 20 tons
- Release date
- 2020-02-17