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29876-14-0

29876-14-0 structure
29876-14-0 structure
  • Name: Nicotredole
  • Chemical Name: N-[2-(1H-indol-3-yl)ethyl]pyridine-3-carboxamide
  • CAS Number: 29876-14-0
  • Molecular Formula: C16H15N3O
  • Molecular Weight: 265.310
  • Catalog: Research Areas Inflammation/Immunology
  • Create Date: 2018-05-17 08:00:00
  • Modify Date: 2025-08-25 16:51:02
  • 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].
Name N-[2-(1H-indol-3-yl)ethyl]pyridine-3-carboxamide
Synonyms nicotredole
3-Pyridinecarboxamide, N-[2-(1H-indol-3-yl)ethyl]-
Tryptamide
N-Nicotinoyltryptamide
N-[2-(1H-Indol-3-yl)ethyl]nicotinamide
Description 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].
Related Catalog
In Vitro Nicotredole inhibits prostaglandin synthetase activity in vitro[1].
In Vivo Nicotredole produces antiinflammatory effects in carrageenin-induced rat paw oedema[1]. Nicotredole 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[1]. Nicotredole (i.p.) has LD50s of 1260 mg/kg and 1980 mg/kg for male rats and male mice, respectively[1]. Nicotredole (p.o.) has LD50s of 8.5 g/kg and 9.3 g/kg for male rats and male mice, respectively[1]. Nicotredole (25 mg/kg; p.o. or i.p.) undergoes fast absorption (t1/2=4.92-17.5 min) and elimination (t1/2=55.72-74.52 min), can reach Cmax (11-13 μg/cm3) after 30 min, and gives AUC values in the range of 21.40-27.30 (μg•h/cm3)[2].
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.

[2]. Szumiło H. Pharmacokinetics of tryptamide following oral and intraperitoneal administration in rats. Acta Pol Pharm. 1990;47(1-2):19-22.

[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.
Density 1.2±0.1 g/cm3
Boiling Point 588.4±35.0 °C at 760 mmHg
Molecular Formula C16H15N3O
Molecular Weight 265.310
Flash Point 309.7±25.9 °C
Exact Mass 265.121521
PSA 57.78000
LogP 1.94
Vapour Pressure 0.0±1.6 mmHg at 25°C
Index of Refraction 1.669

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QS4476800
CHEMICAL NAME :
Nicotinamide, N-(2-indol-3-ylethyl)-
CAS REGISTRY NUMBER :
29876-14-0
BEILSTEIN REFERENCE NO. :
0242441
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C16-H15-N3-O
MOLECULAR WEIGHT :
265.34
WISWESSER LINE NOTATION :
T56 BMJ D2MV- CT6NJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1250 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
REFERENCE :
DPHFAK Dissertationes Pharmaceuticae et Pharmacologicae. (Warsaw, Poland) V.18-24, 1966-72. For publisher information, see PJPPAA. Volume(issue)/page/year: 22,313,1970 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
90 mg/kg
SEX/DURATION :
female 6-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
REFERENCE :
PJPPAA Polish Journal of Pharmacology and Pharmacy. (ARS Polona, POB 1001, 00-068 Warsaw 1, Poland) V.25- 1973- Volume(issue)/page/year: 39,779,1987
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
4500 mg/kg
SEX/DURATION :
female 6-14 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
PJPPAA Polish Journal of Pharmacology and Pharmacy. (ARS Polona, POB 1001, 00-068 Warsaw 1, Poland) V.25- 1973- Volume(issue)/page/year: 39,779,1987
Hazard Codes Xi
59-67-6 structure

59-67-6

61-54-1 structure

61-54-1

~%

29876-14-0 structure

29876-14-0

Literature: Journal of the American Chemical Society, , vol. 126, # 40 p. 12897 - 12906
500-22-1 structure

500-22-1

61-54-1 structure

61-54-1

~60%

29876-14-0 structure

29876-14-0

Literature: Rodriguez-Lugo, Rafael E.; Trincado, Monica; Gruetzmacher, Hansjoerg ChemCatChem, 2013 , vol. 5, # 5 p. 1079 - 1083
61-54-1 structure

61-54-1

20260-53-1 structure

20260-53-1

~81%

29876-14-0 structure

29876-14-0

Literature: Bodor; Farag; Polgar Journal of Pharmacy and Pharmacology, 2001 , vol. 53, # 6 p. 889 - 894
61-54-1 structure

61-54-1

78348-28-4 structure

78348-28-4

~62%

29876-14-0 structure

29876-14-0

Literature: Lo, Kenneth Kam-Wing; Tsang, Keith Hing-Kit; Hui, Wai-Ki; Zhu, Nianyong Chemical Communications, 2003 , # 21 p. 2704 - 2705
10400-19-8 structure

10400-19-8

61-54-1 structure

61-54-1

~%

29876-14-0 structure

29876-14-0

Literature: Canadian Journal of Research, Section B: Chemical Sciences, , vol. 24, p. 224,229
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