ChemicalBook > CAS DataBase List > veratramine

veratramine

Product Name: veratramine
CAS No.: 60-70-8
Chemical Name: veratramine
Synonyms: NSC 2388;NSC 17821;NSC 23880;AIDS011940;veratraMin;Vreaframine;veratramine;Veratramine(P);Veratramine-RM;Veratramine, >99%
CBNumber: CB0875482
Molecular Formula: C27H39NO2
Formula Weight: 409.6
MOL File: 60-70-8.mol

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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.
InChIKey: MALFODICFSIXPO-KFKQDBFTSA-N
SMILES: N1C[C@@H](C)C[C@@H](O)[C@@H]1[C@H](C1=C(C)C2C[C@@]3([H])[C@]([H])(C=2C=C1)CC=C1C[C@@H](O)CC[C@]31C)C
CAS DataBase Reference: 60-70-8

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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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical

Product number: V0148
Product name: Veratramine
Purity: >98.0%(HPLC)
Packaging: 10mg
Price: $42
Updated: 2025/07/31

TCI Chemical

Product number: V0148
Product name: Veratramine
Purity: >98.0%(HPLC)
Packaging: 50mg
Price: $128
Updated: 2025/07/31

Cayman Chemical

Product number: 11724
Product name: Veratramine
Purity: ≥95%
Packaging: 5mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 11724
Product name: Veratramine
Purity: ≥95%
Packaging: 10mg
Price: $115
Updated: 2024/03/01

Cayman Chemical

Product number: 11724
Product name: Veratramine
Purity: ≥95%
Packaging: 25mg
Price: $270
Updated: 2024/03/01

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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]¹⁹_D - 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]^14.5_D + 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]²⁷_D + 27.4°, which forms the N-acetyl compound, m.p. 220-3°C; [α]²⁸_D + 81° and the triacetyl derivative, m.p. l89.5-190.5°C; [α]²⁴_D + 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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veratramine Suppliers

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View Lastest Price from veratramine manufacturers

Shanghai Standard Technology Co., Ltd.

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

NanJing Spring & Autumn Biological Engineering CO., LTD.

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

Career Henan Chemical Co

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

60-70-8, veratramineRelated Search:

Phoxim veratramine 2-(4-BIPHENYL)ETHYLAMINE 3,4-DIMETHYLPHENETHYLAMINE Benzeneethanamine, -alpha--ethyl-3-methyl- 3-(4-ISOBUTYL-PHENYL)-PROPAN-1-OL 4-(2,4-DIMETHYLPHENYL)-1-BUTENE 2-(4-METHYLBENZYL)PIPERIDINE 2-[4-(2-CYCLOHEXYL-ETHYL)-PHENYL]-ETHYLAMINE trimethylcumene 1,4-DI-ISO-PROPYL-2-METHYLBENZENE 1-(4-METHYL-PHENYL)-2-BUTANAMINE VERATROSINE Amfepentorex 3-(4-ISOPROPYL-PHENYL)-PROPAN-1-OL 1-(3-METHYLPHENYL)-4-METHYL-3-PENTENE 2-(3-METHYLBENZYL)PIPERIDINE RARECHEM AN KB 0358

veratramine

Vreaframine

(3b,23b)-14,15,16,17-Teradehydroveratraman-3,23-diol

NSC 17821

NSC 2388

Veratramine (NSC17821

Veratramine, >99%

Veratramine 60-70-8

NSC17821;NSC23880

AIDS011940

(3,23)-14,15,16,17-Teradehydroveratraman-3,23-diol

NSC 23880

14,15,16,17-Tetradehydroveratraman-3β,23β-diol

veratraMin

(2S,3R,5S)-5-Methyl-2-[(1S)-1-[(3S,6aR,11aS,11bR)-2,3,4,6,6a,11,11a,11b-octahydro-3-hydroxy-10,11b-dimethyl-1H-benzo[a]fluoren-9-yl]ethyl]-3-piperidinol

Veratramine (NSC-23880)

Veratramine, 98%, from Veratrum nigrum L.

5S-methyl-2S-[1S-[2,3S,4,6,6aR,11,11aS,11bR-octahydro-3R-hydroxy-10,11b-dimethyl-1H-benzo[a]fluoren-9-yl]ethyl]-3-piperidinol

Veratramine Veratramine

3-Piperidinol, 5-methyl-2-[(1S)-1-[(3S,6aR,11aS,11bR)-2,3,4,6,6a,11,11a,11b-octahydro-3-hydroxy-10,11b-dimethyl-1H-benzo[a]fluoren-9-yl]ethyl]-, (2S,3R,5S)-

(2S,3R,5S)-2-[(1S)-1-[(3S,6aR,11aS,11bR)-3-hydroxy-10,11b-dimethyl-1,2,3,4,6,6a,11,11a-octahydrobenzo[a]fluoren-9-yl]ethyl]-5-methylpiperidin-3-ol

(2S,3R,5S)-2-((S)-1-((3S,6aR,11aS,11bR)-3-Hydroxy-10,11b-dimethyl-2,3,4,6,6a,11,11a,11b-octahydro-1H-benzo[a]fluoren-9-yl)ethyl)-5-methylpiperidin-3-ol

Veratramine(P)

Veratramine-RM

Veratramine, 10 mM in DMSO

60-70-8

CH3O2C6H3CH2NH2

C27H39NO2

Alkaloids

Intermediates & Fine Chemicals

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