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Nicotredole

Product Name
Nicotredole
CAS No.
29876-14-0
Chemical Name
Nicotredole
Synonyms
tryptamide;Nicotredole;Nicotredole, 10 mM in DMSO;N-[2-(3-indolyl)ethyl]nicotinamide;N-(2-(1H-Indol-3-yl)ethyl)nicotinaMide;N-[2-(1H-indol-3-yl)ethyl]pyridine-3-carboxamide;3-Pyridinecarboxamide, N-[2-(1H-indol-3-yl)ethyl]-;anti-inflammatory,Nicotredole,analgesic,ulcerogenic,inhibit,Inhibitor
CBNumber
CB51116903
Molecular Formula
C16H15N3O
Formula Weight
265.31
MOL File
29876-14-0.mol
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Nicotredole Property

Boiling point:
408.53°C (rough estimate)
Density 
1.0944 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO: 25 mg/mL (94.23 mM)
form 
Solid
color 
Light brown to brown
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Matrix Scientific
Product number
074574
Product name
N-(2-(1H-Indol-3-yl)ethyl)nicotinamide
Purity
95+%
Packaging
250mg
Price
$416
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM1002549
Product name
N-(2-(1H-INDOL-3-YL)ETHYL)NICOTINAMIDE
Purity
95.00%
Packaging
5MG
Price
$495.69
Updated
2021/12/16
AK Scientific
Product number
W5233
Product name
Nicotredole
Packaging
5g
Price
$698
Updated
2021/12/16
Matrix Scientific
Product number
074574
Product name
N-(2-(1H-Indol-3-yl)ethyl)nicotinamide
Purity
95+%
Packaging
1g
Price
$899
Updated
2021/12/16
Matrix Scientific
Product number
074574
Product name
N-(2-(1H-Indol-3-yl)ethyl)nicotinamide
Purity
95+%
Packaging
5g
Price
$2411
Updated
2021/12/16
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Nicotredole Chemical Properties,Usage,Production

Uses

Nicotredole (Tryptamide) is an orally active anti-inflammatory and analgesic agent. Nicotredole exhibits evident antiinflammatory effects of potency comparable with Phenylbutazone. Nicotredole has only weak ulcerogenic activity[1][2][3].

Biological Activity

Nicotredole (Tryptamide) is an orally active anti-inflammatory analgesic. It showed significant anti-inflammatory effects comparable to Phenylbutazone.

Synthesis

59-67-6

61-54-1

29876-14-0

GENERAL STEPS: To a solution of nicotinic acid (0.5 mmol), triethylamine (1.2 mmol), HOBT (0.6 mmol) and EDCI (0.6 mmol) in dichloromethane (8 mL) was added tryptamine (0.5 mmol). The reaction mixture was stirred at room temperature overnight, followed by evaporation under reduced pressure to remove the dichloromethane. The residue was dissolved in ethyl acetate (10 mL) and washed sequentially with 10% aqueous sodium bicarbonate (3 x 10 mL) and water (10 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography using a solvent mixture of dichloromethane/methanol as eluent to give the pure solid product N-(2-(1H-indol-3-yl)ethyl)nicotinamide (4a). White solid; 72% yield; 1H NMR (500 MHz, DMSO-d6) δ 10.84 (s, 1H), 9.02 (d, J = 1.3 Hz, 1H), 8.82 (t, J = 5.0 Hz, 1H), 8.72 (dd, J = 4.6, 1.3 Hz, 1H), 8.20 (d, J = 7.9 Hz, 1H), 7.60 (d, J = 7.8 Hz, 1H), 7.52 (dd, J = 7.6, 5.1 Hz, 1H), 7.37 (d, J = 8.1 Hz, 1H), 7.21 (s, 1H), 7.09 (t, J = 7.5 Hz, 1H), 7.00 (t, J = 7.4 Hz, 1H), 3.59 (dd, J = 13.6, 6.9 Hz, 2H ), 3.00 (t, J = 7.4 Hz, 2H).

in vitro

Nicotredole inhibits prostaglandin synthetase activity in vitro.

in vivo

Nicotredole produces antiinflammatory effects in carrageenin-induced rat paw oedema.
It reverses pyrogen-induced hyperthermia in rats, elicits analgesic effects in rats, prolongs the time of hexobarbital sleep in rats and inhibits locomotor activity in rats and mice.
Nicotredole (ip) has LD50s of 1260 mg/kg and 1980 mg/kg for male rats and male mice, respectively.
Nicotredole (po) has LD50s of 8.5 g/kg and 9.3 g/kg for male rats and male mice, respectively.
Nicotredole (25 mg/kg; po or ip) undergoes fast absorption (t 1/2 =4.92-17.5 min) and elimination (t 1/2 =55.72-74.52 min), can reach C max (11-13 μg/cm 3 ) after 30 min, and gives AUC values in the range of 21.40-27.30 (μg?h/cm 3 ).

References

[1] Herman ZS, et, al. Basic pharmacological properties of a novel antiinflammatory drug tryptamide. Pol J Pharmacol Pharm. Nov-Dec 1987;39(6):729-36. PMID:2972998
[2] Szumi?o H. Pharmacokinetics of tryptamide following oral and intraperitoneal administration in rats. Acta Pol Pharm. 1990;47(1-2):19-22. PMID:12959253
[3] Kulig D, et, al. A comparison of anti-inflammatory, analgesic and ulcerogenic action of tryptamide, ibuprofen and piroxicam. Pol J Pharmacol Pharm. Nov-Dec 1987;39(6):769-72. PMID:2973002

Nicotredole Preparation Products And Raw materials

Raw materials

Preparation Products

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Nicotredole Suppliers

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View Lastest Price from Nicotredole manufacturers

Career Henan Chemical Co
Product
Nicotredole 29876-14-0
Price
US $1.00/g
Min. Order
1g
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-10

29876-14-0, NicotredoleRelated Search:

Nicorandil N,N-DIETHYLNICOTINAMIDE Nicotredole N-(2-INDOL-3-YLETHYL)(2-PHENOXY(3-PYRIDYL))FORMAMIDE N-(2-INDOL-3-YLETHYL)(2-((3-(TRIFLUOROMETHYL)PHENYL)AMINO)(3-PYRIDYL))FORMAMIDE 2,4-BIS(TRIFLUOROMETHYL)-8,13,13B,14-TETRAHYDROINDOLO[2',3':3,4]PYRIDO[1,2-G][1,6]NAPHTHYRIDIN-5(7H)-ONE (2-(4-CHLORO-2-METHYLPHENOXY)(3-PYRIDYL))-N-(2-INDOL-3-YLETHYL)FORMAMIDE N-(2-INDOL-3-YLETHYL)(2-(4-METHYLPHENYLTHIO)(3-PYRIDYL))FORMAMIDE (2-(4-CHLOROPHENOXY)(3-PYRIDYL))-N-(2-INDOL-3-YLETHYL)FORMAMIDE (2-(4-(TERT-BUTYL)PHENOXY)(3-PYRIDYL))-N-(2-INDOL-3-YLETHYL)FORMAMIDE

  • Nicotredole
  • tryptamide
  • N-(2-(1H-Indol-3-yl)ethyl)nicotinaMide
  • N-[2-(3-indolyl)ethyl]nicotinamide
  • 3-Pyridinecarboxamide, N-[2-(1H-indol-3-yl)ethyl]-
  • N-[2-(1H-indol-3-yl)ethyl]pyridine-3-carboxamide
  • anti-inflammatory,Nicotredole,analgesic,ulcerogenic,inhibit,Inhibitor
  • Nicotredole, 10 mM in DMSO
  • 29876-14-0