Triprolidine |
|
| Trade names | Actidil, Myidil With pseudoephedrine: Actifed |
|---|
- 2-[(E)-1-(4-methylphenyl)-3-pyrrolidin-1-yl-
prop-1-enyl]pyridine
|
|
| Drug class | First generation antihistamine[1] |
|---|
| Main uses | Allergies[1] |
|---|
| Side effects | Sleepiness, dry mouth, nausea, dizziness, blurry vision, urinary retention[1] |
|---|
Pregnancy category | |
|---|
Routes of use | By mouth[1] |
|---|
|
| AHFS/Drugs.com | Monograph |
|---|
|
| Legal status |
|
|---|
|
| Bioavailability | 4% oral |
|---|
| Protein binding | 90% |
|---|
| Metabolism | Liver (CYP2D6) |
|---|
| Elimination half-life | 4–6 hours |
|---|
| Excretion | Kidney |
|---|
|
| Formula | C19H22N2 |
|---|
| Molar mass | 278.399 g·mol−1 |
|---|
| 3D model (JSmol) | |
|---|
| Melting point | 60 °C (140 °F) |
|---|
| Solubility in water | 500 mg/mL (20 °C) |
|---|
n3c(\C(=C\CN1CCCC1)c2ccc(cc2)C)cccc3
|
InChI=1S/C19H22N2/c1-16-7-9-17(10-8-16)18(19-6-2-3-12-20-19)11-15-21-13-4-5-14-21/h2-3,6-12H,4-5,13-15H2,1H3/b18-11+ YKey:CBEQULMOCCWAQT-WOJGMQOQSA-N Y
|
Triprolidine, sold under the brand name Zymine among others, is a medication used to treat allergies and the symptoms of the common cold.[1] It is taken by mouth.[1] Use is not recommended in children less than 2 years old.[1]
Common side effects include sleepiness, dry mouth, nausea, dizziness, blurry vision, and urinary retention.[1] Safety in pregnancy is unclear; though use during breastfeeding appears okay.[2] Other side effects may include low blood pressure.[1] It is a first generation antihistamine.[1]
Triprolidine was patented in 1948 and came into medical use in 1953.[3] It is available as a generic medication and over the counter.[4][5] In the United States 30 ml costs less around 20 USD.[4] It may be sold together with other agents such as pseudoephedrine.[1]
Medical uses
Common cold
For the common cold it is not recommended in t hose under 6 years old.[5]
Society and culture
Names
The combination with pseudoephedrine is sold under the brand name Actifed among others.[6]
Cost
The medication in the U.S. has a cost of $21 (USD) for 30 ml oral liquid 0.938 mg/mL[7]
References
External links
|
|---|
Psychedelics (5-HT2A agonists) | | Benzofurans | |
|---|
Lyserg‐ amides | |
|---|
Phenethyl‐ amines | | 2C-x | | 25x-NBx | | 25x-NB | |
|---|
| 25x-NB3OMe |
- 25B-NB3OMe
- 25C-NB3OMe
- 25D-NB3OMe
- 25E-NB3OMe
- 25H-NB3OMe
- 25I-NB3OMe
- 25N-NB3OMe
- 25P-NB3OMe
- 25T2-NB3OMe
- 25T4-NB3OMe
- 25T7-NB3OMe
- 25TFM-NB3OMe
|
|---|
| 25x-NB4OMe |
- 25B-NB4OMe
- 25C-NB4OMe
- 25D-NB4OMe
- 25E-NB4OMe
- 25H-NB4OMe
- 25I-NB4OMe
- 25N-NB4OMe
- 25P-NB4OMe
- 25T2-NB4OMe
- 25T4-NB4OMe
- 25T7-NB4OMe
- 25TFM-NB4OMe
|
|---|
| 25x-NBF | |
|---|
| 25x-NBMD |
- 25B-NBMD
- 25C-NBMD
- 25D-NBMD
- 25E-NBMD
- 25F-NBMD
- 25H-NBMD
- 25I-NBMD
- 25P-NBMD
- 25T2-NBMD
- 25T7-NBMD
- 25TFM-NBMD
|
|---|
| 25x-NBOH | |
|---|
| 25x-NBOMe | |
|---|
| Atypical structures | |
|---|
|
|---|
| 25x-NMx |
- 25B-NMe7BF
- 25B-NMe7BT
- 25B-NMe7Box
- 25B-NMe7DHBF
- 25B-NMe7Ind
- 25B-NMe7Indz
- 25B-NMePyr
- 25I-NMe7DHBF
- 25I-NMeFur
- 25I-NMeTHF
- 25I-NMeTh
|
|---|
|
|---|
| 3C-x | |
|---|
| 4C-x | |
|---|
| DOx | |
|---|
| HOT-x | |
|---|
| MDxx | |
|---|
| Mescaline (subst.) | |
|---|
| TMAs |
- TMA
- TMA-2
- TMA-3
- TMA-4
- TMA-5
- TMA-6
|
|---|
| Others | |
|---|
|
|---|
| Piperazines | |
|---|
| Tryptamines | | alpha-alkyltryptamines | |
|---|
| x-DALT | |
|---|
| x-DET | |
|---|
| x-DiPT | |
|---|
| x-DMT |
- 4,5-DHP-DMT
- 2,N,N-TMT
- 4-AcO-DMT
- 4-HO-5-MeO-DMT
- 4,N,N-TMT
- 4-Propionyloxy-DMT
- 5,6-diBr-DMT
- 5-AcO-DMT
- 5-Bromo-DMT
- 5-MeO-2,N,N-TMT
- 5-MeO-4,N,N-TMT
- 5-MeO-α,N,N-TMT
- 5-MeO-DMT
- 5-N,N-TMT
- 7,N,N-TMT
- α,N,N-TMT
- (Bufotenin) 5-HO-DMT
- DMT
- Norbaeocystin
- (Psilocin) 4-HO-DMT
- (Psilocybin) 4-PO-DMT
|
|---|
| x-DPT | |
|---|
| Ibogaine-related | |
|---|
| x-MET | |
|---|
| x-MiPT | |
|---|
| Others | |
|---|
|
|---|
| Others | |
|---|
|
|---|
Dissociatives (NMDAR antagonists) | |
|---|
Deliriants (mAChR antagonists) | |
|---|
| Others | |
|---|
|
|---|
| H1 |
- Agonists: 2-Pyridylethylamine
- Betahistine
- Histamine
- HTMT
- L-Histidine
- UR-AK49
- Others: Atypical antipsychotics (e.g., aripiprazole, asenapine, brexpiprazole, brilaroxazine, clozapine, iloperidone, olanzapine, paliperidone, quetiapine, risperidone, ziprasidone, zotepine)
- Phenylpiperazine antidepressants (e.g., hydroxynefazodone, nefazodone, trazodone, triazoledione)
- Tetracyclic antidepressants (e.g., amoxapine, loxapine, maprotiline, mianserin, mirtazapine, oxaprotiline)
- Tricyclic antidepressants (e.g., amitriptyline, butriptyline, clomipramine, desipramine, dosulepin (dothiepin), doxepin, imipramine, iprindole, lofepramine, nortriptyline, protriptyline, trimipramine)
- Typical antipsychotics (e.g., chlorpromazine, flupenthixol, fluphenazine, loxapine, perphenazine, prochlorperazine, thioridazine, thiothixene)
- Unknown/unsorted: Azanator
- Belarizine
- Elbanizine
- Flotrenizine
- GSK1004723
- Napactadine
- Tagorizine
- Trelnarizine
- Trenizine
|
|---|
| H2 | |
|---|
| H3 | |
|---|
| H4 |
- Agonists: 4-Methylhistamine
- α-Methylhistamine
- Histamine
- L-Histidine
- OUP-16
- VUF-8430
|
|---|
See also: Receptor/signaling modulators • Monoamine metabolism modulators • Monoamine reuptake inhibitors |
|
|---|
| mAChRs | | Agonists | |
|---|
| Antagonists |
- 3-Quinuclidinyl benzilate
- 4-DAMP
- Aclidinium bromide (+formoterol)
- Abediterol
- AF-DX 250
- AF-DX 384
- Ambutonium bromide
- Anisodamine
- Anisodine
- Antihistamines (first-generation) (e.g., brompheniramine, buclizine, captodiame, chlorphenamine (chlorpheniramine), cinnarizine, clemastine, cyproheptadine, dimenhydrinate, dimetindene, diphenhydramine, doxylamine, meclizine, mequitazine, perlapine, phenindamine, pheniramine, phenyltoloxamine, promethazine, propiomazine, triprolidine)
- AQ-RA 741
- Atropine
- Atropine methonitrate
- Atypical antipsychotics (e.g., clozapine, fluperlapine, olanzapine (+fluoxetine), rilapine, quetiapine, tenilapine, zotepine)
- Benactyzine
- Benzatropine (benztropine)
- Benzilone
- Benzilylcholine mustard
- Benzydamine
- BIBN 99
- Biperiden
- Bornaprine
- Camylofin
- CAR-226,086
- CAR-301,060
- CAR-302,196
- CAR-302,282
- CAR-302,368
- CAR-302,537
- CAR-302,668
- Caramiphen
- Cimetropium bromide
- Clidinium bromide
- Cloperastine
- CS-27349
- Cyclobenzaprine
- Cyclopentolate
- Darifenacin
- DAU-5884
- Desfesoterodine
- Dexetimide
- DIBD
- Dicycloverine (dicyclomine)
- Dihexyverine
- Difemerine
- Diphemanil metilsulfate
- Ditran
- Drofenine
- EA-3167
- EA-3443
- EA-3580
- EA-3834
- Emepronium bromide
- Etanautine
- Etybenzatropine (ethybenztropine)
- Fenpiverinium
- Fentonium bromide
- Fesoterodine
- Flavoxate
- Glycopyrronium bromide (+beclometasone/formoterol, +indacaterol)
- Hexahydrodifenidol
- Hexahydrosiladifenidol
- Hexbutinol
- Hexocyclium
- Himbacine
- HL-031,120
- Homatropine
- Imidafenacin
- Ipratropium bromide (+salbutamol)
- Isopropamide
- J-104,129
- Hyoscyamine
- Mamba toxin 3
- Mamba toxin 7
- Mazaticol
- Mebeverine
- Meladrazine
- Mepenzolate
- Methantheline
- Methoctramine
- Methylatropine
- Methylhomatropine
- Methylscopolamine
- Metixene
- Muscarinic toxin 7
- N-Ethyl-3-piperidyl benzilate
- N-Methyl-3-piperidyl benzilate
- Nefopam
- Octatropine methylbromide (anisotropine methylbromide)
- Orphenadrine
- Otenzepad (AF-DX 116)
- Otilonium bromide
- Oxapium iodide
- Oxitropium bromide
- Oxybutynin
- Oxyphencyclimine
- Oxyphenonium bromide
- PBID
- PD-102,807
- PD-0298029
- Penthienate
- Pethidine
- pFHHSiD
- Phenglutarimide
- Phenyltoloxamine
- Pipenzolate bromide
- Piperidolate
- Pirenzepine
- Piroheptine
- Pizotifen
- Poldine
- Pridinol
- Prifinium bromide
- Procyclidine
- Profenamine (ethopropazine)
- Propantheline bromide
- Propiverine
- Quinidine
- Revefenacin
- Rociverine
- RU-47,213
- SCH-57,790
- SCH-72,788
- SCH-217,443
- Scopolamine (hyoscine)
- Scopolamine butylbromide (hyoscine butylbromide)
- Silahexacyclium
- Sofpironium bromide
- Solifenacin
- SSRIs (e.g., femoxetine, paroxetine)
- Telenzepine
- Terodiline
- Tetracyclic antidepressants (e.g., amoxapine, maprotiline, mianserin, mirtazapine)
- Tiemonium iodide
- Timepidium bromide
- Tiotropium bromide
- Tiquizium bromide
- Tofenacin
- Tolterodine
- Tricyclic antidepressants (e.g., amitriptyline (+perphenazine), amitriptylinoxide, butriptyline, cidoxepin, clomipramine, desipramine, desmethyldesipramine, dibenzepin, dosulepin (dothiepin), doxepin, imipramine, lofepramine, nitroxazepine, northiaden (desmethyldosulepin), nortriptyline, protriptyline, quinupramine, trimipramine)
- Tridihexethyl
- Trihexyphenidyl
- Trimebutine
- Tripitamine (tripitramine)
- Tropacine
- Tropatepine
- Tropicamide
- Trospium chloride
- Typical antipsychotics (e.g., chlorpromazine, chlorprothixene, cyamemazine (cyamepromazine), loxapine, mesoridazine, thioridazine)
- Umeclidinium bromide (+vilanterol)
- WIN-2299
- Xanomeline
- Zamifenacin
|
|---|
|
|---|
Precursors (and prodrugs) | |
|---|
See also: Receptor/signaling modulators • Nicotinic acetylcholine receptor modulators • Acetylcholine metabolism/transport modulators |