What is the CAS number for (+/-)-Narwedine?

The CAS number of (+/-)-Narwedine is 1668-86-6.

What is the CAS number for (+/-)-Narwedine?

The CAS number of (+/-)-Narwedine is 1668-86-6.

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1668-86-6

Q: What is the (+/-)-Narwedine?

(+/-)-Narwedine is , while it's Molecular Formula is C 17 H 19 NO 3 . Narwedine is the biogenetic precursor of galanthamine, has been studied as a respiratory stimulator. It increases the amplitude and decreases the frequency of cardiac contractions and would therefore be of value in reducing blood loss during surgery. It also inhibits the action of narcotics and hypnotics, and increases the analgesic effect of morphine as well as the pharmacological effects of caffeine, carbazole, arecoline, and nicotine.

Q: What is (+/-)-Narwedine (1668-86-6) used for?

InChI:InChI=1/C17H19NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,14H,7-10H2,1-2H3/t14-,17-/m1/s1

Product Name：(-)-Narwedine
Molecular Formula：C₁₇H₁₉NO₃
Specifications：99%
Molecular Weight：285.343

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Product Details;

CasNo： 1668-86-6

Molecular Formula： C₁₇H₁₉NO₃

Chinese Manufacturer Supply Hot Sale (-)-Narwedine 1668-86-6 In Bulk Supply

Molecular Formula:C₁₇H₁₉NO₃
Molecular Weight:285.343
Vapor Pressure:1.59E-06mmHg at 25°C
Melting Point:198-199 °C(Solv: ethyl acetate (141-78-6))
Refractive Index:1.626
Boiling Point:397.388 °C at 760 mmHg
PKA:7.84±0.20(Predicted)
Flash Point:194.134 °C
PSA：38.77000
Density:1.28 g/cm³
LogP:1.99640

(+/-)-Narwedine(Cas 1668-86-6) Usage

Uses

(+/-)-Narwedine is a natural product that has been studied for its potential therapeutic properties. It increases the amplitude and decreases the frequency of cardiac contractions and would therefore be of value in reducing blood loss during surgery. It also inhibits the action of narcotics and hypnotics, and increases the analgesic effect of morphine as well as the pharmacological effects of caffeine, carbazole, arecoline, and nicotine. There was another postulation that narwedine is the precursor for galanthamine production.

IUPAC Name: (1S,12S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-one
Isomeric SMILES: CN1CC[C@@]23C=CC(=O)C[C@@H]2OC4=C(C=CC(=C34)C1)OC
InChIKey: QENVUHCAYXAROT-YOEHRIQHSA-N
InChI: InChI=1S/C17H19NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,14H,7-10H2,1-2H3/t14-,17-/m0/s1

1668-86-6 Relevant articles

Synthesis and biological evaluation of narwedine derivatives as potential anti-inflammatory agents

Li, L., Wang, C., Li, Y., Liu, X., & Li, Y.

, Bioorganic & medicinal chemistry letters, 28(4), 582-586.

The researchers synthesized a total of 16 narwedine derivatives and evaluated their anti-inflammatory activity in vitro. They found that some of the derivatives exhibited promising anti-inflammatory activity, indicating that they may have potential as therapeutic agents for the treatment of inflammatory diseases.

Total synthesis of (±)-galanthamine from GABA through regioselective aryne insertion

Venkatesh, Telugu,Mainkar, Prathama S.,Chandrasekhar, Srivari

, p. 2192 - 2198 (2019/02/27)

The total synthesis of (±)-galanthamine ...

Anti-inflammatory and anti-infectious effects of (+/-)-narwedine, an active constituent from the bulbs of Narcissus tazetta var. chinensis

Liao, J. F., Jan, Y. M., Huang, S. Y., Wang, H. H., & Yu, L. L

, Planta medica, 69(11), 1029-1033.

The researchers evaluated the effects of (+/-)-narwedine on lipopolysaccharide (LPS)-induced nitric oxide (NO) production and tumor necrosis factor-alpha (TNF-alpha) release in macrophages in vitro, as well as its inhibitory effects on the growth of bacteria and fungi. They found that (+/-)-narwedine exhibited significant anti-inflammatory and anti-infectious effects, suggesting that it may have potential as a therapeutic agent for the treatment of inflammatory and infectious diseases.

Thiol-Reactive Analogues of Galanthamine, Codeine, and Morphine as Potential Probes to Interrogate Allosteric Binding within Nicotinic Acetylcholine Receptors

Gallagher, Ryan,Chebib, Mary,Balle, Thomas,McLeod, Malcolm D.

, p. 1834 - 1841 (2015/12/26)

Alkaloids including galanthamine (1) and...

1668-86-6 Process route

: C₁₈H₂₂BN₂O₄⁽¹⁺⁾

: 510-77-0,1668-86-6,7318-55-0,26601-10-5
(4aS,8aS)-rel-3-methoxy-11-methyl-4a,5,9,10,11,12-hexahydro-6H-benzo[2,3]benzofuro[4,3-cd]azepin-6-one

Conditions

Conditions	Yield
With methanesulfonic acid; In 1,4-dioxane; at 80 ℃; for 0.666667h;	74%

: 934415-11-9
galantamine

: 510-77-0,1668-86-6,7318-55-0,26601-10-5
(4aS,8aS)-rel-3-methoxy-11-methyl-4a,5,9,10,11,12-hexahydro-6H-benzo[2,3]benzofuro[4,3-cd]azepin-6-one

Conditions

Conditions	Yield
With manganese(IV) oxide; In acetone; at 25 - 30 ℃; for 20h;	60%

1668-86-6 Upstream products

94753-90-9
4'-O-methyl-N-methylnorbelladine
357-70-0
4a,5,9,10,11,12-hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef ][2]benzazepin-6-ol
50-00-0
formaldehyd
412009-82-6
N-(3,5-dibenzyloxy-4-methoxy)benzyl-N-(4-hydroxyphenyl)ethylamine