DT-Web

DB08801 - Dimethindene


Identification
Name Dimethindene
Accession Number DB08801
Type small molecule
Description Dimetindene (Fenistil) is an antihistamine/anticholinergic used orally and locally as an antipruritic.
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 292.418
Groups approved
Monoisotopic Weight 292.193948778
Pharmacology
Indication Indicated as symptomatic treatment of allergic reactions: urticaria, allergies of the upper respiratory tract such as hey fever and perennial rhinitis, food and drug allergies; pruritus of various origins, except pruritus due to cholestasis; insect bites. Dimethindene is also indicated for pruritus in eruptive skin diseases such as chicken-pox. Dimethindene can also be used as an adjuvant in eczema and other pruriginous dermatoses of allergic origin.
Mechanism of action Dimethindene is a selective histamine H1 antagonist and binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine.
Absorption Not Available
Protein binding Not Available
Biotransformation Not Available
Route of elimination Not Available
Toxicity As with other antihistaminic drugs, overdosage can produce the following symptoms: CNS depression accompanied by drowsiness (especially in adults), CNS stimulation and antimuscarinic effects (especially in children) including the following: excitation, ataxia, hallucinations, tonic or clonic spasms, mydriasis, dryness of the mouth, redness of the face, urine retention, fever and tachycardia. Blood hypotension is also possible. In its terminal phase, coma can be aggravated by cardiorespiratory colapse and death. There has been no report of a fatal outcome of Dimethindene overdosage.
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions Not Available
Food Interactions Not Available

Targets


Histamine H1 receptor
Name Histamine H1 receptor
Gene Name HRH1
Pharmacological action yes
Actions antagonist
References
  • Moree WJ, Li BF, Zamani-Kord S, Yu J, Coon T, Huang C, Marinkovic D, Tucci FC, Malany S, Bradbury MJ, Hernandez LM, Wen J, Wang H, Hoare SR, Petroski RE, Jalali K, Yang C, Sacaan A, Madan A, Crowe PD, Beaton G: Identification of a novel selective H1-antihistamine with optimized pharmacokinetic properties for clinical evaluation in the treatment of insomnia. Bioorg Med Chem Lett. 2010 Oct 1;20(19):5874-8. Epub 2010 Aug 3. - Pubmed
  • Pfaff O, Hildebrandt C, Waelbroeck M, Hou X, Moser U, Mutschler E, Lambrecht G: The (S)-(+)-enantiomer of dimethindene: a novel M2-selective muscarinic receptor antagonist. Eur J Pharmacol. 1995 Nov 24;286(3):229-40. - Pubmed
DTHybrid score 0.5033
Muscarinic acetylcholine receptor M2
Name Muscarinic acetylcholine receptor M2
Gene Name CHRM2
Pharmacological action yes
Actions antagonist
References
  • Pfaff O, Hildebrandt C, Waelbroeck M, Hou X, Moser U, Mutschler E, Lambrecht G: The (S)-(+)-enantiomer of dimethindene: a novel M2-selective muscarinic receptor antagonist. Eur J Pharmacol. 1995 Nov 24;286(3):229-40. - Pubmed
DTHybrid score 0.2933

Predictions


Id Partner name Gene Name Score
103 Muscarinic acetylcholine receptor M1 CHRM1 0.179
51 Muscarinic acetylcholine receptor M3 CHRM3 0.1562
450 Muscarinic acetylcholine receptor M4 CHRM4 0.0999
274 Muscarinic acetylcholine receptor M5 CHRM5 0.0824
4119 Cytochrome P450 2D6 CYP2D6 0.08
4512 Cytochrome P450 3A4 CYP3A4 0.0601
813 Neuronal acetylcholine receptor subunit alpha-2 CHRNA2 0.051
502 5-hydroxytryptamine 2A receptor HTR2A 0.0383
556 Alpha-1A adrenergic receptor ADRA1A 0.0368
3923 Cholinesterase BCHE 0.0321
1588 Multidrug resistance protein 1 ABCB1 0.0308
4200 Cytochrome P450 1A2 CYP1A2 0.0302
590 5-hydroxytryptamine 2C receptor HTR2C 0.0288
4757 Cytochrome P450 2C9 CYP2C9 0.0287
831 D(2) dopamine receptor DRD2 0.0253
6016 Cytochrome P450 2C19 CYP2C19 0.0248
23 D(1A) dopamine receptor DRD1 0.0223
318 Alpha-2A adrenergic receptor ADRA2A 0.0221
540 Sodium-dependent noradrenaline transporter SLC6A2 0.0212
6030 Cytochrome P450 2B6 CYP2B6 0.0198
713 Sodium-dependent dopamine transporter SLC6A3 0.0196
6013 Cytochrome P450 2E1 CYP2E1 0.0182
824 Sodium-dependent serotonin transporter SLC6A4 0.018
632 Alpha-1B adrenergic receptor ADRA1B 0.0177
1341 Histamine H3 receptor HRH3 0.0175
432 D(4) dopamine receptor DRD4 0.017
516 Neurotensin receptor type 2 NTSR2 0.0168
4118 Cytochrome P450 3A5 CYP3A5 0.0162
320 5-hydroxytryptamine 1A receptor HTR1A 0.016
6145 Solute carrier family 22 member 1 SLC22A1 0.0152
789 Alpha-1D adrenergic receptor ADRA1D 0.0149
4924 Cytochrome P450 2C8 CYP2C8 0.0146
638 D(3) dopamine receptor DRD3 0.0145
1181 Alpha-1-acid glycoprotein 1 ORM1 0.0139
833 Organic cation/carnitine transporter 1 SLC22A4 0.013
341 5-hydroxytryptamine 3 receptor HTR3A 0.0128
118 Organic cation/carnitine transporter 2 SLC22A5 0.0128
378 Alpha-2C adrenergic receptor ADRA2C 0.0128
629 Alpha-2B adrenergic receptor ADRA2B 0.0127
6144 Solute carrier family 22 member 2 SLC22A2 0.0124
6107 Cytochrome P450 3A7 CYP3A7 0.0113
716 5-hydroxytryptamine 7 receptor HTR7 0.011
1256 5-hydroxytryptamine 6 receptor HTR6 0.0099
6024 Cytochrome P450 1A1 CYP1A1 0.0095
436 5-hydroxytryptamine 2B receptor HTR2B 0.0089
1275 Estrogen sulfotransferase SULT1E1 0.0086
1656 CYP2B protein CYP2B 0.0084
5718 Cytochrome P450 2A6 CYP2A6 0.0082
528 5-hydroxytryptamine 1E receptor HTR1E 0.0081
725 5-hydroxytryptamine 1D receptor HTR1D 0.0081
706 Glutamate [NMDA] receptor subunit 3A GRIN3A 0.0076
6154 Multidrug and toxin extrusion protein 1 SLC47A1 0.0076
163 D(1B) dopamine receptor DRD5 0.0074
6098 Potassium voltage-gated channel subfamily D member 2 KCND2 0.0071
6099 Potassium voltage-gated channel subfamily D member 3 KCND3 0.0071
723 Cytosolic phospholipase A2 PLA2G4A 0.0067
885 5-hydroxytryptamine 1B receptor HTR1B 0.0067
124 Histamine H2 receptor HRH2 0.0063
474 Acetylcholinesterase ACHE 0.0063
6176 UDP-glucuronosyltransferase 1-3 UGT1A3 0.0058
6139 Solute carrier organic anion transporter family member 1A2 SLCO1A2 0.0057
465 Calmodulin CALM1 0.0056
5878 Alpha-7 nicotinic cholinergic receptor subunit CHRFAM7A 0.0052
2129 Sucrase-isomaltase, intestinal SI 0.0051
6182 Cytochrome P450 2J2 CYP2J2 0.005
6097 Protein S100-A2 S100A2 0.005
1810 Protein S100-A1 S100A1 0.005
458 Neuronal acetylcholine receptor subunit alpha-10 CHRNA10 0.0047
6106 Cytochrome P450 2C18 CYP2C18 0.0044
1729 Solute carrier family 22 member 6 SLC22A6 0.0043
1048 Protein S100-A13 S100A13 0.0043
2226 Protein S100-A12 S100A12 0.0043
6147 Solute carrier family 22 member 3 SLC22A3 0.0041
164 Histamine H4 receptor HRH4 0.004
2132 Protein S100-B S100B 0.004
101 Potassium voltage-gated channel subfamily H member 2 KCNH2 0.004
6432 Transporter snf 0.0039
587 Serum albumin ALB 0.0038
15 Voltage-dependent T-type calcium channel subunit alpha-1I CACNA1I 0.0037
198 Sodium channel protein type 10 subunit alpha SCN10A 0.0035
535 Voltage-dependent T-type calcium channel subunit alpha-1G CACNA1G 0.0035
220 Sodium channel protein type 5 subunit alpha SCN5A 0.0035
6217 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B PDE8B 0.0035
964 Voltage-dependent T-type calcium channel subunit alpha-1H CACNA1H 0.0034
6216 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A PDE8A 0.003
691 cAMP-specific 3',5'-cyclic phosphodiesterase 7B PDE7B 0.0029
696 Kappa-type opioid receptor OPRK1 0.0027
1360 Sphingomyelin phosphodiesterase SMPD1 0.0027
6101 Dimethylaniline monooxygenase [N-oxide-forming] 3 FMO3 0.0027
779 High-affinity cAMP-specific 3',5'-cyclic phosphodiesterase 7A PDE7A 0.0026
20 Prostaglandin G/H synthase 1 PTGS1 0.0026
439 Glutamate [NMDA] receptor subunit epsilon-4 GRIN2D 0.0026
6157 Solute carrier organic anion transporter family member 1B3 SLCO1B3 0.0024
215 Sodium channel protein type 11 subunit alpha SCN11A 0.0024
1632 Solute carrier organic anion transporter family member 2B1 SLCO2B1 0.0024
4109 cAMP-specific 3',5'-cyclic phosphodiesterase 4C PDE4C 0.0024
6100 BDNF/NT-3 growth factors receptor NTRK2 0.0024
591 Glutamate [NMDA] receptor subunit 3B GRIN3B 0.0023
4115 Voltage-dependent L-type calcium channel subunit alpha-1D CACNA1D 0.0023
401 Glutamate [NMDA] receptor subunit zeta-1 GRIN1 0.0023
478 Voltage-dependent L-type calcium channel subunit alpha-1C CACNA1C 0.0023
6025 UDP-glucuronosyltransferase 1-4 UGT1A4 0.0021
1490 Solute carrier organic anion transporter family member 1B1 SLCO1B1 0.0021
6040 6-phosphogluconate dehydrogenase, decarboxylating PGD 0.0021
1971 cAMP-specific 3',5'-cyclic phosphodiesterase 4A PDE4A 0.002
193 Beta-1 adrenergic receptor ADRB1 0.002
2358 cAMP-specific 3',5'-cyclic phosphodiesterase 4D PDE4D 0.0019
4203 Histamine N-methyltransferase HNMT 0.0019
766 Beta-2 adrenergic receptor ADRB2 0.0019
1618 High affinity nerve growth factor receptor NTRK1 0.0019
541 cAMP-specific 3',5'-cyclic phosphodiesterase 4B PDE4B 0.0018
1086 Potassium voltage-gated channel subfamily KQT member 2 KCNQ2 0.0018
4113 Voltage-dependent L-type calcium channel subunit alpha-1F CACNA1F 0.0016
734 D1 dopamine receptor-interacting protein calcyon CALY 0.0016
858 Potassium voltage-gated channel subfamily A member 1 KCNA1 0.0014
6047 Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A PDE1A 0.0014
4111 Voltage-dependent L-type calcium channel subunit alpha-1S CACNA1S 0.0013
5692 Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B PDE1B 0.0013
467 Delta-type opioid receptor OPRD1 0.0012
762 Voltage-dependent calcium channel subunit alpha-2/delta-1 CACNA2D1 0.001
4110 Voltage-dependent L-type calcium channel subunit beta-2 CACNB2 0.001
776 Bile salt export pump ABCB11 0.001
1898 Cytochrome P450 1B1 CYP1B1 0.001
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