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MedKoo Cat#: 592883 | Name: Amyl nitrite

Description:

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

Amyl nitrite is a vasodilator that is administered by inhalation. It is also used recreationally due to its supposed ability to induce euphoria and act as an aphrodisiac.

Chemical Structure

Amyl nitrite
Amyl nitrite
CAS#110-46-3

Theoretical Analysis

MedKoo Cat#: 592883

Name: Amyl nitrite

CAS#: 110-46-3

Chemical Formula: C5H11NO2

Exact Mass: 117.0790

Molecular Weight: 117.15

Elemental Analysis: C, 51.26; H, 9.46; N, 11.96; O, 27.31

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Synonym
Amyl nitrite, Isoamyl nitrite
IUPAC/Chemical Name
Isoamyl nitrite
InChi Key
OWFXIOWLTKNBAP-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3
SMILES Code
O=NOCCC(C)C
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 117.15 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.

Recalculate based on batch purity %
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
1: Moriwaki R. [Amyl nitrite, sodium nitrite, sodium thiosulfate]. Chudoku Kenkyu. 2015 Dec;28(4):383-7. Review. Japanese. PubMed PMID: 26975081. 2: Kishikawa N, Kondo N, Amponsaa-Karikari A, Kodamatani H, Ohyama K, Nakashima K, Yamazaki S, Kuroda N. Rapid determination of isoamyl nitrite in pharmaceutical preparations by flow injection analysis with on-line UV irradiation and luminol chemiluminescence detection. Luminescence. 2014 Feb;29(1):8-12. doi: 10.1002/bio.2466. Epub 2013 Jan 9. PubMed PMID: 23299968. 3: Filliatre L, Broséus J, Pissard S, Mekki C, Feugier P, Perrin J. Amyl nitrite inhalation, a "volatile" anemia. Am J Hematol. 2016 Jun;91(4):448. doi: 10.1002/ajh.24229. PubMed PMID: 26526075. 4: Lavon O, Bentur Y. Does amyl nitrite have a role in the management of pre-hospital mass casualty cyanide poisoning? Clin Toxicol (Phila). 2010 Jul;48(6):477-84. doi: 10.3109/15563650.2010.505573. Review. PubMed PMID: 20653465. 5: Cambal LK, Weitz AC, Li HH, Zhang Y, Zheng X, Pearce LL, Peterson J. Comparison of the relative propensities of isoamyl nitrite and sodium nitrite to ameliorate acute cyanide poisoning in mice and a novel antidotal effect arising from anesthetics. Chem Res Toxicol. 2013 May 20;26(5):828-36. doi: 10.1021/tx400103k. Epub 2013 Apr 19. PubMed PMID: 23536974; PubMed Central PMCID: PMC5555309. 6: Mullens AB, Young RM, Dunne MP, Norton G. The Amyl Nitrite Expectancy Questionnaire for Men who have Sex with Men (AEQ-MSM): a measure of substance-related beliefs. Subst Use Misuse. 2011;46(13):1642-50. doi: 10.3109/10826084.2011.599096. Epub 2011 Jul 27. PubMed PMID: 21793709. 7: Hendricks SK, Ross B, Colvard MA, Cahill D, Shy K, Benedetti TJ. Amyl nitrite: use as a smooth muscle relaxant in difficult preterm cesarean section. Am J Perinatol. 1992 Jul;9(4):289-92. PubMed PMID: 1352684. 8: Reggad A, Ficko C, Andriamanantena D, Flateau C, Rapp C. [Acute hemolytic anemia in an HIV patient after inhalation of amyl nitrite]. Med Mal Infect. 2012 Dec;42(12):619-20. doi: 10.1016/j.medmal.2012.07.008. Epub 2012 Nov 12. French. PubMed PMID: 23153833. 9: Greig LD, Leslie SJ, Gibb FW, Tan S, Newby DE, Webb DJ. Comparative effects of glyceryl trinitrate and amyl nitrite on pulse wave reflection and augmentation index. Br J Clin Pharmacol. 2005 Mar;59(3):265-70. PubMed PMID: 15752371; PubMed Central PMCID: PMC1884783. 10: Chrysant SG, Dunn FG, De Carvalho JG, Adamopoulos PN, Frolich ED. Action of Nitroglycerin and amyl nitrite in labile and essential hypertension: hemodynamic differences. Arch Intern Med. 1977 Dec;137(12):1702-5. PubMed PMID: 412475. 11: Minitti MP, Zhang Y, Rosenberg M, Brogaard RY, Deb S, Sølling TI, Weber PM. Far-UV photochemical bond cleavage of n-amyl nitrite: bypassing a repulsive surface. J Phys Chem A. 2012 Jan 19;116(2):810-9. doi: 10.1021/jp209727g. Epub 2012 Jan 9. PubMed PMID: 22175717. 12: Nicol LM, Mills NL, Starkey IR. Amyl nitrite induced cerebral and coronary vasospasm. QJM. 2011 Jan;104(1):83-4. doi: 10.1093/qjmed/hcq162. Epub 2010 Sep 15. PubMed PMID: 20843773. 13: Burkholder DB, Boes CJ. Silas Weir Mitchell on epilepsy therapy in the late 19th to early 20th centuries. Can J Neurol Sci. 2014 Nov;41(6):769-72. doi: 10.1017/cjn.2014.42. Epub 2014 Nov 10. PubMed PMID: 25384100. 14: Ayoub C, Geske JB, Larsen CM, Scott CG, Klarich KW, Pellikka PA. Comparison of Valsalva Maneuver, Amyl Nitrite, and Exercise Echocardiography to Demonstrate Latent Left Ventricular Outflow Obstruction in Hypertrophic Cardiomyopathy. Am J Cardiol. 2017 Dec 15;120(12):2265-2271. doi: 10.1016/j.amjcard.2017.08.047. Epub 2017 Sep 19. PubMed PMID: 29054275. 15: Dodds WJ, Stewart ET, Kishk SM, Kahrilas PJ, Hogan WJ. Radiologic amyl nitrite test for distinguishing pseudoachalasia from idiopathic achalasia. AJR Am J Roentgenol. 1986 Jan;146(1):21-3. PubMed PMID: 2866701. 16: Muehlschlegel JD, Lobato EB, Kirby DS, Arnaoutakis G, Sidi A. Inhaled amyl nitrite effectively reverses acute catastrophic thromboxane-mediated pulmonary hypertension in pigs. Ann Card Anaesth. 2007 Jul;10(2):113-20. PubMed PMID: 17644883. 17: Gruetter CA, Kadowitz PJ, Ignarro LJ. Methylene blue inhibits coronary arterial relaxation and guanylate cyclase activation by nitroglycerin, sodium nitrite, and amyl nitrite. Can J Physiol Pharmacol. 1981 Feb;59(2):150-6. PubMed PMID: 6112057. 18: Niarchos AP, Tahmooressi P, Tarazi RC. Comparison of heart rate and blood pressure response to amyl nitrite, isoproterenol, and standing before and during acute beta-adrenergic blockade with intravenous propranolol. Am Heart J. 1978 Jul;96(1):47-53. PubMed PMID: 655110. 19: Rifkin RD, Sharma SC, Spraragen S, Claunch B, Shackford H, Patton R. Detection of coronary artery disease by vasodilator thallium imaging of the heart with amyl nitrite inhalation: a pilot study. Clin Cardiol. 1991 Jan;14(1):43-8. PubMed PMID: 1673366. 20: Macefield G, Nail BS. Tachypnoeic response to amyl nitrite inhalation in the rabbit. Respir Physiol. 1985 Nov;62(2):169-79. PubMed PMID: 2867589.

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