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Midaflur

Igbo

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Chemical compound

Pharmaceutical compound

Midaflur
Clinical data

ATC code	None
Identifiers
IUPAC name 2,2,5,5-Tetrakis(trifluoromethyl)-2,5-dihydro-1H-imidazol-4-amine
CAS Number	23757-42-8
PubChemCID	32068
ChemSpider	29737
UNII	840CTL676L
KEGG	D05027
ChEMBL	ChEMBL2104707
CompTox Dashboard(EPA)	DTXSID50178425
Chemical and physical data
Formula	C₇H₃F₁₂N₃
Molar mass	357.103 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1(=NC(NC1(C(F)(F)F)C(F)(F)F)(C(F)(F)F)C(F)(F)F)N
InChI InChI=1S/C7H3F12N3/c8-4(9,10)2(5(11,12)13)1(20)21-3(22-2,6(14,15)16)7(17,18)19/h22H,(H2,20,21) Key:KYWMWUUMCDZISK-UHFFFAOYSA-N

Midaflur (INN;EXP 338) is an extremely stable3-imidazoline derivative with central skeletal muscle relaxant andsedative properties in humans^[1] and other species of mammals, exhibiting consistently high oral bioavailability and a long duration of action. While itspharmacodynamics remain poorly understood, midaflur resemblesmeprobamate andpentobarbital in terms of observed effects while being considerably more potent.^[2]

References

[edit]

^Levine IM, Jossmann PB, Friend DG, DeAngelis V (1967). "Effect of 5-imino-2,2,4,4-tetrakis (trifluoromethyl) imidazolidine (EXP 338) on spasticity: A quantitative evaluation".Clinical Pharmacology and Therapeutics.9 (4):448–55.doi:10.1002/cpt196894448.PMID 4871898.S2CID 39263140.
^Clark R, Lynes TE, Price WA, Smith DH, Woodward JK, Marvel JP, Vernier VG (April 1971). "The pharmacology and toxicology of midaflur".Toxicology and Applied Pharmacology.18 (4):917–43.Bibcode:1971ToxAP..18..917C.doi:10.1016/0041-008x(71)90239-0.PMID 5570243.

General anesthetics (N01A)

Inhalational

Injection

Phenols	Cipepofol (ciprofol)^† Fospropofol Propofol^#
Barbiturates	Amobarbital Hexobarbital Methohexital Narcobarbital Thiamylal Thiopental^# Thiotetrabarbital
Benzodiazepines	Midazolam^# Diazepam^# Lorazepam^# Remimazolam
Opioids	Morphine^# Oxycodone Anileridine^‡ Embutramide^‡ Fentanyl^# Alfentanil Phenoperidine Remifentanil÷ Sufentanil
Arylcyclohexylamines	Esketamine Ketamine^# Phencyclidine^‡ Tiletamine
Neuroactive steroids	Alfadolone Alfaxalone Hydroxydione
Others	Etomidate Propoxate Metomidate Propanidid^‡

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

Hypnotics/sedatives (N05C)

GABA_A

Alcohols	2M2B Chloralodol Ethanol (alcohol) Diethylpropanediol Ethchlorvynol Methylpentynol Trichloroethanol
Barbiturates	Allobarbital Amobarbital Aprobarbital Barbital Butabarbital Butobarbital Cyclobarbital Ethallobarbital Heptabarb Hexobarbital Mephobarbital Methohexital Narcobarbital Pentobarbital Phenallymal Phenobarbital Propylbarbital Proxibarbal Reposal Secobarbital Talbutal Thiamylal Thiopental Thiotetrabarbital Vinbarbital Vinylbital
Benzodiazepines	Brotizolam Cinolazepam Climazolam Clonazolam Doxefazepam Estazolam Flubromazolam Flunitrazolam Flunitrazepam Flurazepam Flutemazepam Flutoprazepam Loprazolam Lormetazepam Midazolam Nimetazepam Nitemazepam Nitrazepam Nitrazolam Quazepam Temazepam Triazolam
Carbamates	Carisoprodol Emylcamate Ethinamate Hexapropymate Meprobamate Methocarbamol Phenprobamate Procymate Tybamate
Imidazoles	Etomidate Metomidate Propoxate
Monoureides	Acecarbromal Apronal (apronalide) Bromisoval Capuride Carbromal Ectylurea
Neurosteroids	Acebrochol Alfadolone Alfaxolone Brexanolone (allopregnanolone) Eltanolone (pregnanolone) Ganaxolone Hydroxydione Minaxolone Progesterone Renanolone Zuranolone
Nonbenzodiazepines	Eszopiclone Indiplon Lirequinil Necopidem Pagoclone Pazinaclone Saripidem Suproclone Suriclone Zaleplon Zolpidem Zopiclone
Phenols	Cipepofol (ciprofol) Fospropofol Propofol Propofol hemisuccinate
Piperidinediones	Glutethimide Methyprylon Piperidione Pyrithyldione
Quinazolinones	Afloqualone Cloroqualone Diproqualone Etaqualone Mebroqualone Mecloqualone Methaqualone Methylmethaqualone Nitromethaqualone SL-164
Others	Acetophenone Acetylglycinamide chloral hydrate Bromide compounds Lithium bromide Potassium bromide Sodium bromide Centalun Chloral betaine Chloral hydrate Chloralose Clomethiazole Dichloralphenazone Gaboxadol (THIP) Ibotenic acid (Amanita muscaria) Kavalactones Loreclezole Muscimol (Amanita muscaria) Paraldehyde Petrichloral Sesquiterpene Isovaleramide Isovaleric acid Valerenic acid Sulfonylalkanes Sulfonmethane (sulfonal) Tetronal Trional Triclofos

GABA_B

H₁

Antihistamines	Captodiame Cyproheptadine Diphenhydramine Doxylamine Hydroxyzine Methapyrilene Perlapine Pheniramine Promethazine Propiomazine
Antidepressants	Serotonin antagonists and reuptake inhibitors Etoperidone Nefazodone Trazodone Tricyclic antidepressants Amitriptyline Doxepin Trimipramine, etc. Tetracyclic antidepressants Mianserin Mirtazapine, etc.
Antipsychotics	Typical antipsychotics Chlorpromazine Thioridazine, etc. Atypical antipsychotics Olanzapine Quetiapine Risperidone, etc.

α₂-Adrenergic

5-HT_2A

Antidepressants	Trazodone Tricyclic antidepressants Amitriptyline Doxepin Trimipramine, etc. Tetracyclic antidepressants Mianserin Mirtazapine, etc.
Antipsychotics	Typical antipsychotics Chlorpromazine Thioridazine, etc. Atypical antipsychotics Olanzapine Quetiapine Risperidone, etc.
Others	Niaprazine