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MedKoo Cat#: 592954 | Name: Tuaminoheptane free base
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Description:

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

Tuaminoheptane is a Nasal decongestant. Tuaminoheptane is a sympathomimetic agent and vasoconstrictor which was formerly used as a nasal decongestant. Tuaminoheptane has been found to act as a reuptake inhibitor and releasing agent of norepinephrine, which may underlie its decongestant and stimulant effects. The chemical structure of the drug differs from that of other norepinephrine releasing agents, such as the phenethylamines, which, in contrast to tuaminoheptane, have an aromatic ring in their structure. Tuaminoheptane is also a skin irritant and can cause contact dermatitis via inhibition of volume-regulated anion channels, which limits its usefulness as a decongestant.

Chemical Structure

Tuaminoheptane free base
Tuaminoheptane free base
CAS#123-82-0 (free base)

Theoretical Analysis

MedKoo Cat#: 592954

Name: Tuaminoheptane free base

CAS#: 123-82-0 (free base)

Chemical Formula: C7H17N

Exact Mass: 115.1361

Molecular Weight: 115.22

Elemental Analysis: C, 72.97; H, 14.87; N, 12.16

Price and Availability

Size Price Availability Quantity
25g USD 550.00 2 Weeks
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Related CAS #
123-82-0 (free base) 6159-35-9 (HCl) 6411-75-2 (sulfate)
Synonym
Tuaminoheptane; NSC 1091; NSC-1091; NSC1091
IUPAC/Chemical Name
2-Heptanamine
InChi Key
VSRBKQFNFZQRBM-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3
SMILES Code
CC(N)CCCCC
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
Tuaminoheptane is on the 2011 list of prohibited substances published by the World Anti-Doping Agency.

Preparing Stock Solutions

The following data is based on the product molecular weight 115.22 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
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QCM-D and XPS study of protein adsorption on plasma polymers with sulfonate and phosphonate surface groups. Colloids Surf B Biointerfaces. 2019 Jan 1;173:447-453. doi: 10.1016/j.colsurfb.2018.10.015. Epub 2018 Oct 9. PMID: 30326361. 5: Perrin S, Montani D, O'Connell C, Günther S, Girerd B, Savale L, Guignabert C, Sitbon O, Simonneau G, Humbert M, Chaumais MC. Nasal decongestant exposure in patients with pulmonary arterial hypertension: a pilot study. Eur Respir J. 2015 Oct;46(4):1211-4. doi: 10.1183/13993003.00051-2015. Epub 2015 Jul 23. PMID: 26206880. 6: Tursun M, Keşan G, Parlak C, Senyel M. Vibrational spectroscopic investigation and conformational analysis of 1-heptylamine: a comparative density functional study. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Oct;114:668-80. doi: 10.1016/j.saa.2013.05.097. Epub 2013 Jun 4. PMID: 23823586. 7: Schlessinger A, Geier E, Fan H, Irwin JJ, Shoichet BK, Giacomini KM, Sali A. Structure-based discovery of prescription drugs that interact with the norepinephrine transporter, NET. Proc Natl Acad Sci U S A. 2011 Sep 20;108(38):15810-5. doi: 10.1073/pnas.1106030108. Epub 2011 Sep 1. PMID: 21885739; PMCID: PMC3179104. 8: Zhao JH, Michalski WP, Williams C, Li L, Xu HS, Lamb PR, Jones S, Zhou YM, Dai XJ. Controlling cell growth on titanium by surface functionalization of heptylamine using a novel combined plasma polymerization mode. J Biomed Mater Res A. 2011 May;97(2):127-34. doi: 10.1002/jbm.a.33035. Epub 2011 Mar 2. PMID: 21370442. 9: Perrenoud L, Saugy M, Saudan C. Detection in urine of 4-methyl-2-hexaneamine, a doping agent. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Nov 1;877(29):3767-70. doi: 10.1016/j.jchromb.2009.09.013. Epub 2009 Sep 17. PMID: 19800302. 10: Thevis M, Sigmund G, Koch A, Schänzer W. Determination of tuaminoheptane in doping control urine samples. Eur J Mass Spectrom (Chichester). 2007;13(3):213-21. doi: 10.1255/ejms.875. PMID: 17881789. 11: Raoux M, Colomban C, Delmas P, Crest M. The amine-containing cutaneous irritant heptylamine inhibits the volume-regulated anion channel and mobilizes intracellular calcium in normal human epidermal keratinocytes. Mol Pharmacol. 2007 Jun;71(6):1685-94. doi: 10.1124/mol.106.033324. Epub 2007 Mar 23. PMID: 17384225. 12: Yelekçi K, Silverman RB. Effect of the locus of the oxygen atom in amino ethers on the inactivation of monoamine oxidase B. J Enzyme Inhib. 1998 Feb;13(1):31-9. doi: 10.3109/14756369809035825. PMID: 9879512. 13: Cogo A, Chieffo A, Farinatti M, Ciaccia A. Efficacy of topical tuaminoheptane combined with N-acetyl-cysteine in reducing nasal resistance. A double-blind rhinomanometric study versus xylometazoline and placebo. Arzneimittelforschung. 1996 Apr;46(4):385-8. PMID: 8740084. 14: Delicado EG, Fideu MD, Miras-Portugal MT, Pourrias B, Aunis D. Effect of tuamine, heptaminol and two analogues on uptake and release of catecholamines in cultured chromaffin cells. Biochem Pharmacol. 1990 Aug 15;40(4):821-5. doi: 10.1016/0006-2952(90)90322-c. PMID: 2386550. 15: Marley E, Stephenson JD. Actions of dexamphetamine and amphetamine-like amines in chickens with brain transections. Br J Pharmacol. 1971 Aug;42(4):522-42. doi: 10.1111/j.1476-5381.1971.tb07138.x. PMID: 5116035; PMCID: PMC1665761. 16: PHILIPPOT E. Quelques propriétés pharmacodynamiques de la bis (2-heptyl) amine [Some pharmacodynamic properties of bis-(2-heptyl) amine]. J Pharm Belg. 1952 May-Jun;7(5-6):202-8. Undetermined Language. PMID: 14955763. 17: MARSH DF, HERRING DA. The comparative pharmacology of the hydroxy and methyl derivatives of 6-methyl-2-heptylamine. J Pharmacol Exp Ther. 1951 Oct;103(2):178-86. PMID: 14881080. 18: LECCO V, ARATO C. Sull'azione della mianesina, della isopropiladrenalina e della tuamina sul broncospasmo istaminico nella cavia; ricerche sperimentali [Effect of myanesin, isopropyladrenalin and tuamine on histaminic bronchospasm in the guinea pig; experimental research]. Arch Sci Med (Torino). 1951 Apr;91(4):296-306. Undetermined Language. PMID: 14830498. 19: SEMENZA F. Contributo allo studio farmacologico del 2-metil-6-aminoeptano [Contribution to the pharmacological study of 2-methyl-6-aminoheptane]. Boll Soc Ital Biol Sper. 1951 Mar;27(3 bis):354-7. Undetermined Language. PMID: 14858666. 20: HOCHFELD M. Essai d'une nouvelle thérapeutique dans les affections saisonnières [New drug for seasonal infections]. Therapie. 1951;6(3):123-4. Undetermined Language. PMID: 14855425.