Nylidrin | CAS#447-41-6 | Beta-adrenergic agonist

Nylidrin
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 584297

CAS#: 447-41-6

Description: Nylidrin is a beta-adrenergic agonist. Nylidrin causes peripheral vasodilation, a positive inotropic effect, and increased gastric volume of gastric juice. It is used in the treatment of peripheral vascular disorders and premature labor.

Chemical Structure

Nylidrin

CAS# 447-41-6

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 584297
Name: Nylidrin
CAS#: 447-41-6
Chemical Formula: C19H25NO2
Exact Mass: 299.19
Molecular Weight: 299.414
Elemental Analysis: C, 76.22; H, 8.42; N, 4.68; O, 10.69

Price and Availability

Size	Price	Availability
100mg	USD -2	2 Weeks
200mg	USD -2	2 Weeks
500mg	USD -2	2 Weeks
1g	USD -2	2 Weeks
2g	USD -2	2 Weeks
5mg	USD 210	2 Weeks
10mg	USD 340	2 Weeks
25mg	USD 540	2 Weeks
50mg	USD 810	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Nylidrin; Buphenine;

IUPAC/Chemical Name: Benzenemethanol, 4-hydroxy-alpha-(1-((1-methyl-3-phenylpropyl)amino)ethyl)-

InChi Key: PTGXAUBQBSGPKF-UHFFFAOYSA-N

InChi Code: InChI=1S/C19H25NO2/c1-14(8-9-16-6-4-3-5-7-16)20-15(2)19(22)17-10-12-18(21)13-11-17/h3-7,10-15,19-22H,8-9H2,1-2H3

SMILES Code: OC(C(NC(C)CCC1=CC=CC=C1)C)C2=CC=C(O)C=C2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:

Product Data

Instruction:

View handling instruction

Biological target:	Nylidrin is a beta-adrenergic agonist.
In vitro activity:	Nylidrin-induced elevation of cellular cAMP in purified rat mast cells shows no correlation with nylidrin-induced inhibition of histamine release. Thus, nylidrin hydrochloride inhibits release of histamine from mast cells by a novel, non-adrenergic mechanism, which is not dependent on increased levels of cAMP. Reference: Int Arch Allergy Appl Immunol. 1983;70(4):303-10. https://pubmed.ncbi.nlm.nih.gov/6186609/
In vivo activity:	Body weight changes and survival rates confirmed that nylidrin not only mitigated body weight loss induced by viral infection (Figure 5A), but also prevented mortality: complete survival (100%) was comparable to that in the OSV-P-treated group (Figure 5B). In contrast, mice infected with the vehicle-treated maPR8 died between days 9 and 11. Taken together, these findings suggest that nylidrin protects mice from viral infection in vivo by directly targeting the HA2 function of influenza A virus (H1N1). Reference: Viruses. 2020 May 25;12(5):581. https://pubmed.ncbi.nlm.nih.gov/32466302/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	30.0	100.00
	DMSO	30.0	100.00
	DMSO:PBS (pH 7.2) (1:7)	0.1	0.40

Preparing Stock Solutions

The following data is based on the product molecular weight 299.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:	1. Coutts SM, Khandwala A, Weinryb I. Antiallergic activity of nylidrin hydrochloride (RHC 3432-A). II. A lack of correlation between inhibition of mediator release and levels of cyclic AMP. Int Arch Allergy Appl Immunol. 1983;70(4):303-10. PMID: 6186609. 2. Khandwala A, Coutts SM, Weinryb I. Antiallergic activity of nylidrin hydrochloride (RHC 3432-A). I. Effect on release of histamine in vitro from rat peritoneal mast cells, guinea pig lung slices and human basophils. Int Arch Allergy Appl Immunol. 1983;70(4):295-302. PMID: 6186608. 3. Jang Y, Shin JS, Lee JY, Shin H, Kim SJ, Kim M. In Vitro and In Vivo Antiviral Activity of Nylidrin by Targeting the Hemagglutinin 2-Mediated Membrane Fusion of Influenza A Virus. Viruses. 2020 May 25;12(5):581. doi: 10.3390/v12050581. PMID: 32466302; PMCID: PMC7290441.
In vitro protocol:	1. Coutts SM, Khandwala A, Weinryb I. Antiallergic activity of nylidrin hydrochloride (RHC 3432-A). II. A lack of correlation between inhibition of mediator release and levels of cyclic AMP. Int Arch Allergy Appl Immunol. 1983;70(4):303-10. PMID: 6186609. 2. Khandwala A, Coutts SM, Weinryb I. Antiallergic activity of nylidrin hydrochloride (RHC 3432-A). I. Effect on release of histamine in vitro from rat peritoneal mast cells, guinea pig lung slices and human basophils. Int Arch Allergy Appl Immunol. 1983;70(4):295-302. PMID: 6186608.
In vivo protocol:	1. Jang Y, Shin JS, Lee JY, Shin H, Kim SJ, Kim M. In Vitro and In Vivo Antiviral Activity of Nylidrin by Targeting the Hemagglutinin 2-Mediated Membrane Fusion of Influenza A Virus. Viruses. 2020 May 25;12(5):581. doi: 10.3390/v12050581. PMID: 32466302; PMCID: PMC7290441.

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1: Sharma JK, Gupta AK, Mukhija RD, Nigam P. Clinical experience with the use of peripheral vasodilator in oral disorders. Int J Oral Maxillofac Surg. 1987 Dec;16(6):695-9. PubMed PMID: 3125268.

2: Accetto B. Beneficial hemorheologic therapy of chronic peripheral arterial disorders with pentoxifylline: results of double-blind study versus vasodilator-nylidrin. Am Heart J. 1982 May;103(5):864-9. PubMed PMID: 7041579.

3: Salokorpi T, Eronen M, von Wendt L. Growth and development until 18 months of children exposed to tocolytics indomethacin or nylidrin. Neuropediatrics. 1996 Aug;27(4):174-7. PubMed PMID: 8892364.

4: Mittag TW, Tormay A, Messenger M, Podos SM. Ocular hypotension in the rabbit. Receptor mechanisms of pirbuterol and nylidrin. Invest Ophthalmol Vis Sci. 1985 Feb;26(2):163-9. PubMed PMID: 2857689.

5: Whittemore ER, Ilyin VI, Konkoy CS, Woodward RM. Subtype-selective antagonism of NMDA receptors by nylidrin. Eur J Pharmacol. 1997 Oct 22;337(2-3):197-208. PubMed PMID: 9430414.

6: Yen TT, Pearson DV. Nylidrin: a potent anti-hypertensive agent in hypertensive rats. Res Commun Chem Pathol Pharmacol. 1979 Jan;23(1):11-28. PubMed PMID: 441505.

7: Kurki T, Viinikka L, Ylikorkala O. Urinary excretion of prostacyclin and thromboxane metabolites in threatened preterm labor: effect of indomethacin and nylidrin. Am J Obstet Gynecol. 1992 Jan;166(1 Pt 1):150-4. PubMed PMID: 1733190.

8: Kurki T, Eronen M, Lumme R, Ylikorkala O. A randomized double-dummy comparison between indomethacin and nylidrin in threatened preterm labor. Obstet Gynecol. 1991 Dec;78(6):1093-7. PubMed PMID: 1945214.

9: Kurki T, Laatikainen T, Salminen-Lappalainen K, Ylikorkala O. Maternal plasma corticotrophin-releasing hormone--elevated in preterm labour but unaffected by indomethacin or nylidrin. Br J Obstet Gynaecol. 1991 Jul;98(7):685-91. PubMed PMID: 1883793.

10: Niemeyer G, Cottier D, Gerber U. Effects of beta-agonists on b- and c-waves implicit for adrenergic mechanisms in cat retina. Doc Ophthalmol. 1987 Aug;66(4):373-81. PubMed PMID: 2892656.

11: Uji Y, Niemeyer G, Gerber U. The effects of beta-adrenergic agonists on cone systems in the cat eye. Doc Ophthalmol. 1988 Sep;70(1):77-87. PubMed PMID: 3229296.

12: Daly MJ, Long JM, Stables R. The effects of (--)-isoprenaline, salbutamol and nylidrin on gastric acid secretion in conscious dogs with Heidenhain pouches [proceedings]. Br J Pharmacol. 1978 Jun;63(2):376P-377P. PubMed PMID: 667456; PubMed Central PMCID: PMC1668395.

13: Abel PW, Fox AW, Minneman KP. Effects of isoxuprine and nylidrin on adrenoreceptors in rat vas deferens. J Auton Pharmacol. 1985 Sep;5(3):213-9. PubMed PMID: 2997229.

14: Sobel L, Serle JB, Podos SM, Krupin T, Chubak GS, Yablonski ME, Severin C. Topical nylidrin and aqueous humor dynamics in rabbits and monkeys. Arch Ophthalmol. 1983 Aug;101(8):1281-3. PubMed PMID: 6882258.

15: KIKUNI M, HAYATSU H. [Effects of nylidrin hydrochloride (verina) upon retinal blood vessels]. Rinsho Ganka. 1962 Jan 15;16:75-80. Japanese. PubMed PMID: 14455897.

16: TREPTOW KR, AFFLECK DC, ROEHL CA, SOELLING WM. NYLIDRIN HYDROCHLORIDE IN SENILE ARTERIOSCLEROSIS. Arch Neurol. 1963 Aug;9:142-6. PubMed PMID: 14054151.

17: Pahk AJ, Williams K. Influence of extracellular pH on inhibition by ifenprodil at N-methyl-D-aspartate receptors in Xenopus oocytes. Neurosci Lett. 1997 Mar 28;225(1):29-32. PubMed PMID: 9143010.

18: TAKAO H, KIMURA M, NORII T. [CLINICAL EFFECTIVENESS OF VERINA (NYLIDRIN HYDROCHLORIDE)]. Chiryo. 1963;45:2268-70. Japanese. PubMed PMID: 14103596.

19: Montijo-Barrios E, Cadena F, Ramírez-Mayans JA, Gutiérrez-Castrellón P. [Clinical trial on the effect of buphenine, aminophenazone and diphenylpyraline hydrochloride in treating the common cold in children of 6 to 24 months of age]. Rev Invest Clin. 2011 Jul-Aug;63(4):335-43. Spanish. PubMed PMID: 22364032.

20: Coutts SM, Khandwala A, Weinryb I. Antiallergic activity of nylidrin hydrochloride (RHC 3432-A). II. A lack of correlation between inhibition of mediator release and levels of cyclic AMP. Int Arch Allergy Appl Immunol. 1983;70(4):303-10. PubMed PMID: 6186609.

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