ツアミノヘプタン
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/10/01 12:26:16」(JST)
[Wiki en表示]
Tuaminoheptane
|
Names |
IUPAC name
Heptan-2-amine[1]
|
Identifiers |
CAS Number
|
123-82-0 Y
6240-90-0 R Y
44745-29-1 S Y |
Beilstein Reference
|
635676, 4652352 R, 1719086 S |
ChEMBL |
ChEMBL123693 Y |
ChemSpider |
5401 Y
5360930 R Y
2016267 S Y |
EC Number |
204-655-522 |
Jmol 3D model |
Interactive image |
KEGG |
D07371 Y |
MeSH |
tuamine |
PubChem |
5603
6992808 R
2734517 S |
RTECS number |
MQ5425000
R01AB08 (WHO) (combinations) |
UNII |
Z0420GYD84 Y |
UN number |
1993 |
InChI
-
InChI=1S/C7H17N/c1-3-4-5-6-7(2)8/h7H,3-6,8H2,1-2H3 Y
Key: VSRBKQFNFZQRBM-UHFFFAOYSA-N Y
|
|
Properties |
Chemical formula
|
C7H17N |
Molar mass |
115.22 g·mol−1 |
Appearance |
Colourless liquid |
Density |
0.766 g/mL |
Boiling point |
142.1 °C; 287.7 °F; 415.2 K |
log P |
2.429 |
Refractive index (nD)
|
1.418–1.419 |
Pharmacology |
ATC code
|
R01AA11 (WHO) |
Hazards |
GHS pictograms |
|
GHS signal word |
WARNING |
GHS hazard statements
|
H226, H315, H319, H335 |
GHS precautionary statements
|
P261, P305+351+338 |
EU classification (DSD)
|
Xi |
R-phrases |
R10, R36/37/38 |
S-phrases |
S26, S36 |
Flash point |
54 °C (129 °F; 327 K) |
Lethal dose or concentration (LD, LC): |
LD50 (median dose)
|
130 mg kg−1 (subcutaneous, rat) |
Related compounds |
Related alkanamines
|
- Methylhexanamine
- Hexamethylenediamine
|
Related compounds
|
Octamoxin |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Infobox references |
|
|
Tuaminoheptane (or tuamine) is a nasal decongestant drug which is a sympathomimetic stimulant and vasoconstrictor.[2] However, it can cause skin irritation,[3] 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
- Methylhexanamine
References
- ^ "tuamine - Compound Summary". USA: National Center for Biotechnology Information. 25 March 2005. Identification and Related Records. Retrieved 31 May 2012.
- ^ Delicado, E. G.; Fideu, M. D.; Miras-Portugal, M. T.; Pourrias, B.; Aunis, D. (1990). "Effect of tuamine, heptaminol and two analogues on uptake and release of catecholamines in cultured chromaffin cells". Biochemical Pharmacology. 40 (4): 821–825. doi:10.1016/0006-2952(90)90322-C. PMID 2386550.
- ^ Raoux, M.; Colomban, C.; Delmas, P.; Crest, M. (2007). "The amine-containing cutaneous irritant heptylamine inhibits the volume-regulated anion channel and mobilizes intracellular calcium in normal human epidermal keratinocytes". Molecular Pharmacology. 71 (6): 1685–1694. doi:10.1124/mol.106.033324. PMID 17384225.
External links
- The World Anti-Doping Code. The 2011 Prohibited List. International Standard
Decongestants and other nasal preparations (R01)
|
|
Topical |
Sympathomimetics, plain
|
- Cyclopentamine
- Ephedrine
- Epinephrine
- Fenoxazoline
- Levomethamphetamine
- Metizoline
- Naphazoline
- Oxymetazoline
- Phenylephrine
- Propylhexedrine
- Tetryzoline
- Tramazoline
- Tuaminoheptane
- Tymazoline
- Xylometazoline
|
|
Antiallergic agents,
excluding corticosteroids
|
- histamine antagonists (Levocabastine
- Antazoline
- Thonzylamine)
- mast cell stabilizer (some are also antihistamines) (Cromoglicic acid
- Nedocromil
- Azelastine
- Olopatadine
- Lodoxamide)
|
|
Corticosteroids
|
- Beclometasone dipropionate
- Betamethasone
- Budesonide
- Ciclesonide
- Dexamethasone
- Flunisolide
- Fluticasone
- Mometasone furoate
- Prednisolone
- Tixocortol
- Triamcinolone
|
|
Other nasal preparations
|
- Cafaminol
- Calcium hexamine thiocyanate
- Eucalyptus oil
- Framycetin
- Hexamidine
- Hyaluronan
- Ipratropium bromide
- Mupirocin
- Retinol
- Ritiometan
- Saline water
|
|
|
Systemic use:
Sympathomimetics |
- Phenylephrine
- Phenylpropanolamine
- Phenylpropylamine
- Pseudoephedrine (+loratadine)
|
Stimulants (category)
|
|
Adamantanes |
- Adaphenoxate
- Adapromine
- Amantadine
- Bromantane
- Chlodantane
- Gludantane
- Memantine
- Rimantadine
|
|
Adenosine antagonists |
- 8-Chlorotheophylline
- 8-Cyclopentyltheophylline
- 8-Phenyltheophylline
- Aminophylline
- Caffeine
- CGS-15943
- Dimethazan
- Paraxanthine
- SCH-58261
- Theobromine
- Theophylline
|
|
Alkylamines |
- Cyclopentamine
- Cypenamine
- Cyprodenate
- Heptaminol
- Isometheptene
- Levopropylhexedrine
- Methylhexaneamine
- Octodrine
- Propylhexedrine
- Tuaminoheptane
|
|
Ampakines |
- CX-516
- CX-546
- CX-614
- CX-691
- CX-717
- IDRA-21
- LY-404,187
- LY-503,430
- Nooglutyl
- Org 26576
- PEPA
- S-18986
- Sunifiram
- Unifiram
|
|
Arylcyclohexylamines |
- Benocyclidine
- Dieticyclidine
- Esketamine
- Eticyclidine
- Gacyclidine
- Ketamine
- Phencyclamine
- Phencyclidine
- Rolicyclidine
- Tenocyclidine
- Tiletamine
|
|
Benzazepines |
- 6-Br-APB
- SKF-77434
- SKF-81297
- SKF-82958
|
|
Cholinergics |
- A-84,543
- A-366,833
- ABT-202
- ABT-418
- AR-R17779
- Altinicline
- Anabasine
- Arecoline
- Bradanicline
- Cotinine
- Cytisine
- Dianicline
- Epibatidine
- Epiboxidine
- GTS-21
- Ispronicline
- Nicotine
- PHA-543,613
- PNU-120,596
- PNU-282,987
- Pozanicline
- Rivanicline
- Sazetidine A
- SIB-1553A
- SSR-180,711
- TC-1698
- TC-1827
- TC-2216
- Tebanicline
- UB-165
- Varenicline
- WAY-317,538
|
|
Convulsants |
- Anatoxin-a
- Bicuculline
- DMCM
- Flurothyl
- Gabazine
- Pentetrazol
- Picrotoxin
- Strychnine
- Thujone
|
|
Eugeroics |
- Adrafinil
- Armodafinil
- CRL-40,940
- CRL-40,941
- Fluorenol
- JZ-IV-10
- Modafinil
|
|
Oxazolines |
- 4-Methylaminorex
- Aminorex
- Clominorex
- Cyclazodone
- Fenozolone
- Fluminorex
- Pemoline
- Thozalinone
|
|
Phenethylamines |
- 1-(4-Methylphenyl)-2-aminobutane
- 1-Phenyl-2-(piperidin-1-yl)pentan-3-one
- 1-Methylamino-1-(3,4-methylenedioxyphenyl)propane
- 2-Fuoroamphetamine
- 2-Fuoromethamphetamine
- 2-OH-PEA
- 2-Phenyl-3-aminobutane
- 2-Phenyl-3-methylaminobutane
- 2,3-MDA
- 3-Fuoroamphetamine
- 3-Fluoroethamphetamine
- 3-Fluoromethcathinone
- 3-Methoxyamphetamine
- 3-Methylamphetamine
- 3,4-DMMC
- 4-BMC
- 4-CMC
- 4-Ethylamphetamine
- 4-Fluoroamphetamine
- 4-Fluoromethamphetamine
- 4-MA
- 4-Methylbuphedrone
- 4-Methylcathinone
- 4-MMA
- 4-Methylpentedrone
- 4-MTA
- 6-FNE
- AL-1095
- Alfetamine
- a-Ethylphenethylamine
- Amfecloral
- Amfepentorex
- Amfepramone
- Amidephrine
- 2-Amino-1,2-dihydronaphthalene
- 2-Aminoindane
- 5-(2-Aminopropyl)indole
- 2-Aminotetralin
- Acridorex
- Amphetamine (Dextroamphetamine, Levoamphetamine)
- Amphetaminil
- Arbutamine
- β-Methylphenethylamine
- β-Phenylmethamphetamine
- Benfluorex
- Benzedrone
- Benzphetamine
- BDB
- BOH
- 3-Benzhydrylmorpholine
- BPAP
- Buphedrone
- Bupropion
- Butylone
- Camfetamine
- Cathine
- Cathinone
- Chlorphentermine
- Cilobamine
- Cinnamedrine
- Clenbuterol
- Clobenzorex
- Cloforex
- Clortermine
- Cypenamine
- D-Deprenyl
- Denopamine
- Dimethoxyamphetamine
- Dimethylamphetamine
- Dimethylcathinone
- Dobutamine
- DOPA (Dextrodopa, Levodopa)
- Dopamine
- Dopexamine
- Droxidopa
- EBDB
- Ephedrine
- Epinephrine
- Epinine
- Etafedrine
- Ethcathinone
- Ethylnorepinephrine
- Ethylone
- Etilamfetamine
- Etilefrine
- Famprofazone
- Fencamfamine
- Fencamine
- Fenethylline
- Fenfluramine (Dexfenfluramine, Levofenfluramine)
- Fenproporex
- Feprosidnine
- Flephedrone
- Fludorex
- Formetorex
- Furfenorex
- Gepefrine
- Hexapradol
- Hexedrone
- HMMA
- Hordenine
- 4-Hydroxyamphetamine
- 5-Iodo-2-aminoindane
- Ibopamine
- IMP
- Indanylamphetamine
- Iofetamine
- Isoetarine
- Isoethcathinone
- Isoprenaline
- L-Deprenyl (Selegiline)
- Lefetamine
- Lisdexamfetamine
- Lophophine
- MBDB
- MDA
- MDBU
- MDEA
- MDMA
- MDMPEA
- MDOH
- MDPR
- MDPEA
- Mefenorex
- Mephedrone
- Mephentermine
- Metanephrine
- Metaraminol
- Mesocarb
- Methamphetamine (Dextromethamphetamine, Levomethamphetamine)
- Methoxamine
- Methoxyphenamine
- MMA
- Methcathinone
- Methedrone
- Methoxyphenamine
- Methylenedioxycathinone
- Methylone
- Mexedrone
- MMDA
- MMDMA
- MMMA
- Morforex
- N,alpha-Diethylphenylethylamine
- N-Benzyl-1-phenethylamine
- N-Ethylbuphedrone
- N-Ethylhexedrone
- N,N-Dimethylphenethylamine
- Naphthylamphetamine
- Nisoxetine
- Norepinephrine
- Norfenefrine
- Norfenfluramine
- Normetanephrine
- L-Norpseudoephedrine
- Octopamine (drug)
- Orciprenaline
- Ortetamine
- Oxifentorex
- Oxilofrine
- PBA
- PCA
- PCMA
- PHA
- Pentorex
- Pentedrone
- Pentylone
- Phenatine
- Phenpromethamine
- Phentermine
- Phenylalanine
- Phenylephrine
- Phenylpropanolamine
- Pholedrine
- PIA
- PMA
- PMEA
- PMMA
- PPAP
- Phthalimidopropiophenone
- Prenylamine
- Propylamphetamine
- Pseudoephedrine
- Ropinirole
- Salbutamol (Levosalbutamol)
- Sibutramine
- Synephrine
- Theodrenaline
- Tiflorex
- Tranylcypromine
- Tyramine
- Tyrosine
- Xylopropamine
- Zylofuramine
|
|
Phenylmorpholines |
- 3-Fluorophenmetrazine
- Fenbutrazate
- Fenmetramide
- G-130
- Manifaxine
- Morazone
- Morforex
- Oxaflozane
- PD-128,907
- Phendimetrazine
- Phenmetrazine
- 2-Phenyl-3,6-dimethylmorpholine
- Pseudophenmetrazine
- Radafaxine
|
|
Piperazines |
- 2C-B-BZP
- 3C-PEP
- BZP
- CM156
- DBL-583
- GBR-12783
- GBR-12935
- GBR-13069
- GBR-13098
- GBR-13119
- MeOPP
- MBZP
- Vanoxerine
|
|
Piperidines |
- 1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine
- 1-(3,4-Dichlorophenyl)-1-(piperidin-2-yl)butane
- 2-Benzylpiperidine
- 2-Methyl-3-phenylpiperidine
- 3-Chloromethylphenidate
- 3,4-Dichloromethylphenidate
- 4-Benzylpiperidine
- 4-Fluoromethylphenidate
- 4-Methylmethylphenidate
- Desoxypipradrol
- Difemetorex
- Diphenylpyraline
- Ethylnaphthidate
- Ethylphenidate
- Methylnaphthidate
- Isopropylphenidate
- Methylphenidate (Dexmethylphenidate)
- N-Methyl-3β-propyl-4β-(4-chlorophenyl)piperidine
- Nocaine
- Phacetoperane
- Pipradrol
- Propylphenidate
- SCH-5472
|
|
Pyrrolidines |
- 2-Diphenylmethylpyrrolidine
- 5-DBFPV
- α-PPP
- α-PBP
- α-PHP
- α-PVP
- α-PVT
- Diphenylprolinol
- DMPVP
- FPOP
- FPVP
- MDPPP
- MDPBP
- MPBP
- MPHP
- MPPP
- MOPVP
- MOPPP
- Indapyrophenidone
- MDPV
- Naphyrone
- PEP
- Picilorex
- Prolintane
- Pyrovalerone
|
|
Racetams |
- Oxiracetam
- Phenylpiracetam
- Phenylpiracetam hydrazide
|
|
Tropanes |
- 3-CPMT
- 3'-Chloro-3a-(diphenylmethoxy)tropane
- 4-fluorotropacocaine
- 4'-Fluorococaine
- AHN-1055
- Altropane (IACFT)
- Brasofensine
- CFT (WIN 35,428)
- β-CIT (RTI-55)
- Cocaethylene
- Cocaine
- Dichloropane (RTI-111)
- Difluoropine
- FE-β-CPPIT
- FP-β-CPPIT
- Ioflupane (123I)
- Norcocaine
- PIT
- PTT
- RTI-31
- RTI-32
- RTI-51
- RTI-105
- RTI-112
- RTI-113
- RTI-117
- RTI-120
- RTI-121 (IPCIT)
- RTI-126
- RTI-150
- RTI-154
- RTI-171
- RTI-177
- RTI-183
- RTI-193
- RTI-194
- RTI-199
- RTI-202
- RTI-204
- RTI-229
- RTI-241
- RTI-336
- RTI-354
- RTI-371
- RTI-386
- Salicylmethylecgonine
- Tesofensine
- Troparil (β-CPT, WIN 35,065-2)
- Tropoxane
- WF-23
- WF-33
- WF-60
|
|
Tryptamines |
- 4-HO-αMT
- 4-Methyl-αET
- 4-Methyl-αMT
- 5-Chloro-αMT
- 5-Fluoro-αMT
- 5-MeO-αET
- 5-MeO-αMT
- 5-MeO-DIPT
- 6-Fluoro-αMT
- 7-Methyl-αET
- αET
- αMT
|
|
Others |
- 2-MDP
- 2-Phenylcyclohexylamine
- 3,3-Diphenylcyclobutanamine
- Amfonelic acid
- Amineptine
- Amiphenazole
- Atipamezole
- Atomoxetine
- Bemegride
- Benzydamine
- BTQ
- BTS 74,398
- Centanafadine
- Ciclazindol
- Clofenciclan
- Cropropamide
- Crotetamide
- D-161
- Diclofensine
- Dimethocaine
- Efaroxan
- Etamivan
- Fenisorex
- Fenpentadiol
- Gamfexine
- Gilutensin
- GSK1360707F
- GYKI-52895
- Hexacyclonate
- Idazoxan
- Indanorex
- Indatraline
- JNJ-7925476
- Lazabemide
- Leptacline
- Lomevactone
- LR-5182
- Mazindol
- Meclofenoxate
- Medifoxamine
- Mefexamide
- Methamnetamine
- Methastyridone
- Methiopropamine
- Naphthylaminopropane
- Nefopam
- Nikethamide
- Nomifensine
- O-2172
- Oxaprotiline
- PNU-99,194
- PRC200-SS
- Rasagiline
- Rauwolscine
- Rubidium chloride
- Setazindol
- Tametraline
- Tandamine
- Thiopropamine
- Thiothinone
- Trazium
- UH-232
- Yohimbine
|
|
ATC code: N06B
|
English Journal
- Nasal decongestant exposure in patients with pulmonary arterial hypertension: a pilot study.
- Perrin S1, Montani D2, O'Connell C3, Günther S2, Girerd B2, Savale L2, Guignabert C4, Sitbon O2, Simonneau G2, Humbert M2, Chaumais MC5.
- The European respiratory journal.Eur Respir J.2015 Oct;46(4):1211-4. doi: 10.1183/13993003.00051-2015. Epub 2015 Jul 23.
- PMID 26206880
- Vibrational spectroscopic investigation and conformational analysis of 1-heptylamine: a comparative density functional study.
- Tursun M1, Keşan G, Parlak C, Senyel M.
- Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.Spectrochim Acta A Mol Biomol Spectrosc.2013 Oct;114:668-80. doi: 10.1016/j.saa.2013.05.097. Epub 2013 Jun 4.
- FT-IR and Raman spectra of 1-heptylamine (1-ha) have been recorded in the region of 4000-10 cm(-1) and 4000-50 cm(-1), respectively. The conformational analysis, optimized geometric parameters, normal mode frequencies and corresponding vibrational assignments of 1-ha (C7H17N) have been examined by m
- PMID 23823586
- Structure-based discovery of prescription drugs that interact with the norepinephrine transporter, NET.
- Schlessinger A1, Geier E, Fan H, Irwin JJ, Shoichet BK, Giacomini KM, Sali A.
- Proceedings of the National Academy of Sciences of the United States of America.Proc Natl Acad Sci U S A.2011 Sep 20;108(38):15810-5. doi: 10.1073/pnas.1106030108. Epub 2011 Sep 1.
- The norepinephrine transporter (NET) transports norepinephrine from the synapse into presynaptic neurons, where norepinephrine regulates signaling pathways associated with cardiovascular effects and behavioral traits via binding to various receptors (e.g., β2-adrenergic receptor). NET is a known ta
- PMID 21885739
Related Links
- tuaminoheptane [too-am″ĭ-no-hep´tān] an adrenergic used as a nasal decongestant in the form of the base (for inhalation) or the sulfate salt (topical ... The Jamaican Anti- Doping Agency was initially unable to determine whether it ...
- tuaminoheptane definition from the mondofacto online medical dictionary ... help contact sitemap tuaminoheptane definition home dictionary word tools courses study skills forum about us Search dictionary help tuaminoheptane
Related Pictures