Dave's Molecular Models
Amines

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File revised: Thu, Mar 27, 2014 .

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The following molecular models are part of Dave's molecular models database.

Note: The model presentation uses the Jmol applet requiring Java to be installed on your computer.


Model files copyright 1994-2004, 2005

The models may be used for educational or personal purposes, but may not be copied for publishing use without permission of the author.


FormulaMolar
Mass
Name (click for model)Comments
CH5N31.07Methanamine,
methylamine
Synthesis by a non-chemist!"
C2H2N2O70.06Furazan"
C2H5N43.08Aziridine"
C2H6N258.1AcetimidinepKb: 12.1"
C2H6N258.11,2-Diazetidine"
C2H7N45.1Ethanamine,
ethylamine
Information."
C2H7N45.1N-Methylmethanamine,
dimethylamine
Information."
C2H8N260.12Ethane-1,2-diamine,
ethylenediamine
Information."
C3H3N381.091,3,5-Triazine"
C3H4N268.09Imidazole"
C3H4N268.09pyrazole"
C3H5NO4119.09HadacidinAntitumor antibiotic properties"
C3H6N6126.15MelamineUsed to form resins with methanal (formaldehyde).
Some uses."
C3H6N6O6222.151,3,5-Trinitro-1,3,5-triazacyclohexane
RDX
Cyclonite, high explosive and rat poison."
C3H7NO289.11AlanineAmino acid"
C3H7NO2S121.17(R)-CysteineNatural enantiomer, L-"
C3H9N59.13N,N-Dimethylmethanamine"
C3H9N59.13N-Methylethanamine"
C3H9N59.13Propan-1-amine"
C3H9N59.13Propan-2-amine"
C3H9NO75.133-Aminopropan-1-ol"
C4H4N280.1Pyrimidine"
C4H4N280.1Pyrazine"
C4H4N280.1Pyridazine"
C4H4N2O2112.1UracilConstituent of nucleic acids."
C4H5N3O111.12CytosineConstituent of nucleic acids."
C4H9N71.142,2-Dimethylaziridine"
C4H9N71.14Pyrrolidine"
C4H9NO87.14MorpholineEnamine reagent."
C4H10N72.15Piperazine"
C4H11N73.162-Methylpropanamine"
C4H11N73.16N,N-Dimethylethanamine"
C4H11N73.16N-Ethylethanamine"
C4H11N73.16(R)-Butan-2-amine"
C4H11N73.16(S)-Butan-2-amine"
C4H11N73.16Butan-1-amine"
C4H11N73.16N-Methylpropan-1-amine"
C4H11NO89.164-Aminobutan-1-ol"
C4H11NO89.162-Amino-2-methylpropan-1-olUsed in synthesis and as an emulsifying agent in cosmetics, polishes. Also used in hair sprays, wave sets and hair dyes."
C5H4N4120.13Purine"
C5H5N5135.15AdenineVitamin B4."
C5H5N5O151.15GuanineIsolated first from guano."
C5H6N2O110.13ThymineConstituent of nucleic acids."
C5H7NO97.13(R)-4-Aminocyclopent-2-enone"
C5H11N85.17Cyclopentanamine"
C5H11N85.17PiperidineFound in black pepper."
C5H11NO101.17(E)-5-Aminopent-3-en-1-ol"
C5H11N2O2P162.15TabunChemical warfare agent. Toxic by absorption through skin and eyes. S enantiomer shown."
C5H12ClN121.63(R)-3-Chloro-N-methylbutan-1-amine"
C5H12N2O116.195-Aminopentanamide"
C5H13N87.19N-Ethyl-N-methylethanamine"
C5H13N87.19Pentan-1-amine"
C5H13NO103.19(2R,3R)-3-Amino-N-methylbutan-2-ol"
C5H13NO103.19(2S,3S)-3-Amino-N-methylbutan-2-ol"
C5H13NO2119.192-Amino-2-ethylpropane-1,3-diolEmulsifying agent in cosmetics."
C6H3N3O4181.122,4-Dinitroanilineused in azo dye synthesis"
C6H5F2N127.122,4-Difluoroaniline"
C6H6N2O2138.144-NitroanilineHighly toxic, absorbed through the skin."
C6H7N93.14Aniline"
C6H7NO109.144-Aminophenol"
C6H7NO109.143-Aminophenol"
C6H8N2O2S172.22SulfanilamideAntibacterial."
C6H9N3O2155.18HistidineAmino acid"
C6H11N97.18(S)-Hex-4-yn-3-amine"
C6H11N97.18(R)-Hex-4-yn-3-amine"
C6H12O3S164.24CyclamateSweetener (30 x as sweet as sucrose), used in Canada but not in the US.
Information"
C6H13N99.2Quinuclidine"
C6H13NO2131.26-Aminohexanoic acid"
C6H14ClN135.66(2R,3S)-2-Chloro-4-methylpentan-3-amine"
C6H15N101.22N,3-Dimethylbutan-2-amine"
C6H15N101.22N-Ethylbutan-1-amine"
C6H15N101.22N,N-Diethylethanamine,
triethylamine
"
C6H15N101.22N-Methylpentan-3-amine"
C6H15NO117.22(2S,5R)-5-Aminohexan-2-ol"
C6H16N2116.24Hexane-1,6-diamineIntermediate in the preparation of nylon"
C7H7NO2137.153-Aminobenzoic acid"
C7H7NO2137.152-Aminobenzoic acidvitamin L1, anthranilic acid"
C7H7NO2137.154-Aminobenzoic acidPABA. Sometimes used in sun screen lotions."
C7H8NO122.162-Aminobenzaldehyde"
C7H9N107.17p-Toluidine"
C7H9NO123.174-Methoxyaniline"
C7H15NO3161.23(3S,4R)-4-Amino-3-hydroxy-7-oxoheptanoic acid"
C7H17N115.255-Methylpropan-1-amineisoheptylamine"
C8H7N117.16IndoleUsed in perfumary (pleasant smell when diluted.)"
C8H11NO2153.2DopamineNeurotransmitter. A deficiency is associated with Parkinson disease"
C8H17N127.26Coniinefrom hemlock, Socrates' poison"
C8H17NO3S207.32FelinineIsolated from cat urine. Rotation: -11.5"
C8H19N129.28(2R,5R)-5-Methylheptan-2-amine"
C8H19N129.28(R)-N-Prop-1-ylpentan-2-amine"
C9H7N129.17QuinolineOccurs in coal tar. Used in manufacturing dyes, as a preservative and as a solvent."
C9H11NO2165.21BenzocaineA topical anesthetic"
C9H11NO3181.21TyrosineL- (S) enantiomer is naturally occuring amino acid."
C9H13N135.23Amphetamine,
(benzedrene)
Stimulant, information.,
drug abuse facts."
C9H13NO151.23(S)-N-Methylphenylethanolamine"
C9H13NO2167.23(S)-Phenylephrine"
C9H13NO3183.23Epinephrine, adrenalinHormone secreted by the adrenal medulla. One use is as a bronchdilator - antiasthma"
C9H17N7O4287.33Saxitoxinfrom dinoflagellates, which include Alexandrium tamarense, Gymnodinium catenatum, and Pyrodinium bahamense cause of 'red tide'.
Saxitoxin"
C9H20NO3190.3(3S,4R,5R)-4-Amino-5-ethyl
-3-hydroxy-7-oxoheptanoic acid
"
C10H12N2O176.24SerotoninVasoactive amine."
C10H14N2162.26Nicotineinsecticide"
C10H16N6S252.38Cimetidine, TagmetAnti-ulcerative
Information"
C10H17N3O6S307.36GlutathioneMajor small sulphur-containing molecule in living plants and animals.
Information
Biochemical roles."
C10H23N157.34N-Ethyl-N-methylheptan-4-amine"
C10H23N157.34(4S,7R)-7-Methylnonan-4-amine"
C10H23N157.34(4R,7S)-7-Methylnonan-4-amine"
C11H17NO3211.29MescalineHallucinogen from peyote.
"
C11H23N169.35trans-2-Ethyl-N-propylcyclohexanamine"
C11H26NO2PS267.41VXChemical warfare compound, a cholinesterase inhibitor more potent than sarin (q.v.).
WWW information."
C12H11N7253.3TriamtereneDyazide, a diuretic.
WWW description
or here"
C12H13N5O2S291.36ProntosilFirst sulfa drug."
C12H18Cl2N4OS337.3ThiamineVitamin B1. Model does not show the two chloride ions."
C12H27N185.4N,N,3-Triethylhexan-3-amine"
C13H20N2O2236.35Procaine, NovocaineA local anesthetic"
C13H21NO3239.35Albuterol(Proventil) A bronchodilator.
WWW reference."
C13H21N3O235.37ProcainamideA cardiac depressant and local anesthetic, used as an antiarrhythmic"
C13H22N4O3S314.45RanitidineZantac, an anti-ulcerative.
WWW description"
C14H14N3O3S304.37Methyl orangeAnion modeled. Indicator in acid-base titrations."
C14H15N3225.32Butter yellowOnce used to colour margarine."
C14H18N2O5294.34AspartameNutrasweet, a synthetic, non-nutrative sweetener"
C14H22N2O234.38Lidocaine, XylocaineAn injectable local anesthetic"
C14H22N2O3266.38TenorminS enantiomer modelled. Drug used in the treatment of high blood pressure, angina pectoris and heart attack.
WWW reference."
C15H11I4NO4776.91Levothyroxineas sodium salt: Synthroid, for treatment of hyperthyroidism.
Thyroid desease references"
C15H14ClN3O4S367.83CefaclorCeclor, an semisynthetic antibiotic.
WWW guide to cephalosporins
also : How to take cephalosporins"
C15H17BrN2305.24DimetappAntihistamine. R enantiomer shown.
Information
More information"
C15H21NO2247.37DemerolNarcotic analgesic, similar in action to morphine.
Information"
C16H8Br2N2O2420.06Tyrian purple6,6'-dibromoindigo. Prepared from sea snails found near the city of Tyre in very low yield (10,000 snails gave 1 g of dye) and so very expensive and historically available only to royalty."
C16H18N2O6334.36NifedipineAntianginal; antihypertensive.
WWW reference."
C16H19N3O5S365.44AmoxicillinAmoxil, an semisynthetic antibiotic related to penicillin.
WWW description"
C16H21NO2259.38(S)-Propranolol(-)-Propranolol, a beta blocker for heart disease.
Information"
C16H21NO2259.38(R)-Propranolol(+)-Propranolol, acts as a contraceptive."
C16H21NO3275.38AnnotinineMajor alkaloid of club mosses."
C16H24N2O2276.42MolindoneAntipsychotic drug (S enantiomer modelled)."
C16H25NO2263.42TramadolAnalegsic.
Model shown is the trans (R,R) sterioisomer.
Information
More information
Crystals"
C17H18F3NO306.36Prozac(Fluoxetine). An antidepressant.
WWW reference."
C17H18N2250.37Troger's basechirality due to tetrahedral nitrogen in such a molecular position that it cannot invert"
C17H19NO3285.37MorphineMost important alkaloid of opium, a narcotic analgesic. Addictive.
Sulfate medication"
C17H20N2S284.45(S)-PromethazinePhenothiazine-type antihistamine used predominantly as an antiemetic or to prevent motion sickness.
Reference
S enantiomer modelled, though the drug is used as a racemic mixture."
C17H21NO255.39Diphenhydramine
Benadryl
Antihistamine
Information"
C17H21NO4303.39Cocainea local anesthetic from leaves of Erythroxylon coca, a bush in the Andes"
C18H19ClN4326.86ClozapineAntipsychotic drug.
Information
more.."
C18H21NO3299.4CodeineInhibits the cough reflex"
C18H25NO271.44DextromethorphanActive ingredient in most cough medicines"
C18H25NO271.44Levomethorphan"
C18H27NO6353.46HygrophyllineIsolated from Senecio hygrophylus"
C19H19N7O6441.45Folic acid (folate)Vitamin"
C19H27NO285.47PentazocineUsed in obstetrics to dull the pain of labour"
C20H22N8O5454.5MethotrexateBlocks the effect of folic acid (q.v.)
Information"
C20H24N2O2324.46Quinineantimalarial drug isolated from cinchona bark"
C20H25N3O323.48LSDlysergic acid, diethylamide, a potent hallucinogen"
C20H28N2O5376.5Enalapril(Vasotec). An antihypertensive.
WWW reference."
C21H20N3314.44Ethidium ionUse: biological staining.
Health and safety info."
C21H22N2O2334.45StrychnineExtremely poisonous.
Nux Vomica"
C21H23NO5369.45HeroinAcetylated morphine, highly addictive, banned substance. Dogs are trained to detect the acetic acid odour from its synthesis."
C21H27NO309.49MethadoneNarcotic analgesic, similar in action to morphine.
Information"
C22H26N2O4S414.56DiltiazemCardizem, a calcium channel blocker and coronary vasodilator.
WWW description"
C22H29NO2339.52DarvonNarcotic analgesic, similar in action to morphine.
Information"
C23H26N2O4394.51BrucineHighly toxic, like strychnine"
C23H29N3O2S2443.67cis-ThiothixeneAntipsychotic drug; cis form has greater activity than trans."
C23H30N6O4S486.65ViagraDrug design by Dr DE Walters who kindly provided the original file.
Pfizer's viagra site
Evaluation."
C23H32N2O5416.57Altace
Remipril
Antihypertensive
Web site
More information
Crystals photograph"
C25H33NO4411.59Etorphine2000 times more potent than morphine, not safe for human use but used to tranquilize elephants!"
C29H35NO2429.65MefepristoneRU-486, the 'morning after' contraceptive.
Web resources."
C32H41NO2471.74Terfenadine (R enantiomer)Seldane, an antihistamine.
Histamine, antihistamine information
or Histamine, antihistamine information"
C33H40N2O9608.75ReserpineTranquilizer and antihypertensive."
C36H47N5O4613.88Indinavir
or Crixivan
Antiviral drug used against HIV/AIDS.
Information."
C37H34N2O9S3746.91Brilliant blue FCFBright blue food colouring (dianion).
Information."
C37H34N2O10S3762.91Fast green FCFSea green food colouring (dianion).
Information."
C37H67NO13734.05Erythromycin AProduced by a strain of Streptomyces erythreus. Used as an antibacterial."
Number of entries in table : 168

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This page last modified on: Thu, Mar 27, 2014 .