View source for Tuaminoheptane

{{Chembox
| ImageFile = Tuaminoheptane.png
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageSize = 160
| ImageName = Skeletal formula of tuaminoheptane
| IUPACName = Heptan-2-amine<ref>{{Cite web|title=
tuamine - Compound Summary|url=http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5603&loc=ec_rcs#x291|publisher=National Center for Biotechnology Information|accessdate=31 May 2012|location=USA|date=25 March 2005|at=Identification and Related Records}}</ref>
| Section1 = {{Chembox Identifiers
|  CASNo = 123-82-0
|  CASNo_Ref = {{cascite|correct|??}}
|  CASNo1 = 6240-90-0
|  CASNo1_Ref = {{cascite|correct|??}}
|  CASNo1_Comment = <small>''R''</small>
|  CASNo2 = 44745-29-1
|  CASNo2_Ref = {{cascite|correct|??}}
|  CASNo2_Comment = <small>''S''</small>
|  PubChem = 5603
|  PubChem_Ref = {{Pubchemcite|correct|Pubchem}}
|  PubChem1 = 6992808
|  PubChem1_Ref = {{Pubchemcite|correct|Pubchem}}
|  PubChem1_Comment = <small>''R''</small>
|  PubChem2 = 2734517
|  PubChem2_Ref = {{Pubchemcite|correct|Pubchem}}
|  PubChem2_Comment = <small>''S''</small>
|  ChemSpiderID = 5401
|  ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
|  ChemSpiderID1 = 5360930
|  ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}}
|  ChemSpiderID1_Comment = <small>''R''</small>
|  ChemSpiderID2 = 2016267
|  ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}}
|  ChemSpiderID2_Comment = <small>''S''</small>
|  UNII = Z0420GYD84
|  UNII_Ref = {{fdacite|correct|FDA}}
|  EINECS = 204-655-522
|  UNNumber = 1993
|  KEGG = D07371
|  KEGG_Ref = {{keggcite|correct|kegg}}
|  MeSHName = tuamine
|  ChEMBL = 123693
|  ChEMBL_Ref = {{ebicite|correct|EBI}}
|  RTECS = MQ5425000
|  ATCCode_prefix = R01
|  ATCCode_suffix = AA11
|  ATC_Supplemental = <br />{{ATC|R01|AB08}} (combinations)
|  Beilstein = 635676, 4652352 <small>''R''</small>, 1719086 <small>''S''</small>
|  SMILES = CCCCCC(C)N
|  StdInChI = 1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3
|  StdInChI_Ref = {{stdinchicite|correct|chemspider}}
|  StdInChIKey = VSRBKQFNFZQRBM-UHFFFAOYSA-N
|  StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
| Section2 = {{Chembox Properties
|  C = 7
|  H = 17
|  N = 1
|  Appearance = Colourless liquid
|  Density = 0.766 g/mL
|  BoilingPtK = 415.2
|  LogP = 2.429
|  RefractIndex = 1.418–1.419
}}
| Section3 = {{Chembox Hazards
|  GHSPictograms = {{GHS flame}} {{GHS exclamation mark}}
|  GHSSignalWord = '''WARNING'''
|  HPhrases = {{H-phrases|226|315|319|335}}
|  PPhrases = {{P-phrases|261|305+351+338}}
|  EUClass = {{Hazchem Xi}}
|  RPhrases = {{R10}}, {{R36/37/38}}
|  SPhrases = {{S26}}, {{S36}}
|  FlashPtC = 54
|  LD50 = 130 mg kg<sup>−1</sup> <small>(subcutaneous, rat)</small>
}}
| Section4 = {{Chembox Related
|  Function = alkanamines
|  OtherFunctn = {{Unbulleted list|[[Methylhexanamine]]|[[Hexamethylenediamine]]}}
|  OtherCpds = [[Octamoxin]]
}}
}}
__NOTOC__
{{SI}}
{{CMG}}
==Overview==
'''Tuaminoheptane''' (or '''tuamine''') is a [[nasal decongestant]] [[drug]] which is a [[sympathomimetic]] [[stimulant]] and [[vasoconstrictor]].<ref>{{Cite journal |last=Delicado |first=E. G. |last2=Fideu |first2=M. D. |last3=Miras-Portugal |first3=M. T. |last4=Pourrias |first4=B. |last5=Aunis |first5=D. |title=Effect of tuamine, heptaminol and two analogues on uptake and release of catecholamines in cultured chromaffin cells |journal=[[Biochemical Pharmacology]] |year=1990 |volume=40 |issue=4 |pmid=2386550 |pages=821–825 |doi=10.1016/0006-2952(90)90322-C }}</ref> However, it can cause skin irritation,<ref>{{Cite journal |last=Raoux |first=M. |last2=Colomban |first2=C. |last3=Delmas |first3=P. |last4=Crest |first4=M. |title=The amine-containing cutaneous irritant heptylamine inhibits the volume-regulated anion channel and mobilizes intracellular calcium in normal human epidermal keratinocytes |journal=Molecular Pharmacology |year=2007 |volume=71 |issue=6 |pmid=17384225 |pages=1685–1694 |doi=10.1124/mol.106.033324 }}</ref> which limits its usefulness as a nasal decongestant. Oral preparations were once available, but are no longer produced. Side effects associated with the use of tuaminoheptane can include shortness of breath, [[tachycardia]] and [[hypertension]].

Tuaminoheptane is on the 2011 list of prohibited substances published by the [[World Anti-Doping Agency]].

==See also==
* [[Heptaminol]]
* [[Isometheptene]]

==References==
{{Reflist|2}}

{{Nasal preparations}}
{{Stimulants}}

[[Category:Stimulants]]
[[Category:Amines]]
[[Category:Drug]]