Cyclopentobarbital

Cyclopentobarbital

Systematic (IUPAC) name
5-(1-cyclopent-2-enyl)-5-prop-2-enyl-1,3- diazinane-2,4,6-trione
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	76-68-6 302-34-1 (sodium)
ATC code	None
PubChem	CID 6454
ChemSpider	6212^Y
Synonyms	Allylpental, Cyclopental, 5-Allyl-5-Δ²-Cyclopentenyl Barbituric Acid
Chemical data
Formula	C₁₂H₁₄N₂O₃
Mol. mass	234.251 g/mol
SMILES O=C1NC(=O)NC(=O)C1(C2/C=C\CC2)C\C=C
InChI InChI=1S/C12H14N2O3/c1-2-7-12(8-5-3-4-6-8)9(15)13-11(17)14-10(12)16/h2-3,5,8H,1,4,6-7H2,(H2,13,14,15,16,17)^Y Key:XOVJAYNMQDTIJD-UHFFFAOYSA-N^Y
Y (what is this?) (verify)

Cyclopentobarbital sodium (Cyclopal, Dormisan) is a barbiturate derivative invented in the 1940s.^[1] It has sedative and anticonvulsant properties, and was used primarily as an anaesthetic in veterinary medicine.^[2] Cyclopal is considered similar in effects to phenobarbital but lasts almost three times as long, and is considered a long-acting barbiturate with a fairly slow onset of action.

References

^ Martin, J. R.; Godel, T.; Hunkeler, W.; Jenck, F.; Moreau, J.-L.; Sleight, A. J.; Widmer, U. (2000). Psychopharmacological Agents. doi:10.1002/0471238961.1619250313011820.a01.
^ Vander Brook MJ, Cartland GF. A Pharmacologic Study of 5-Allyl-5-Cyclopentenyl Barbituric Acid (Cyclopal). Journal of Pharmacology And Experimental Therapeutics, 1944, 80(2): 119-125

Anesthetic: General anesthetics (N01A)

Inhalation

Ethers	Diethyl ether Methoxypropane Vinyl ether halogenated ethers Desflurane Enflurane Isoflurane Methoxyflurane Sevoflurane

Haloalkanes	Chloroform Halothane^# Trichloroethylene

Others	Cyclopropane Ethylene Nitrous oxide^# Xenon

Injection

Barbiturates	Hexobarbital Methohexital Narcobarbital Thiopental^# Thiotetrabarbital

Opioids	Alfentanil Anileridine Fentanyl Phenoperidine Remifentanil Sufentanil

Neuroactive steroids	Alfaxalone Minaxolone

Others	Droperidol Etomidate Fospropofol gamma-Hydroxybutyric acid Ketamine^# /Esketamine Midazolam Propanidid Propofol

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^‡Withdrawn from market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

M: CNS

anat (n/s/m/p/4/e/b/d/c/a/f/l/g)/phys/devp

noco (m/d/e/h/v/s)/cong/tumr, sysi/epon, injr

proc, drug (N1A/2AB/C/3/4/7A/B/C/D)

v t e GABA_A receptor PAMs

Alcohols	2M2B Butanol Chloralodol Chlorobutanol Ethanol (drinking alcohol) Ethchlorvynol Menthol Methanol Methylpentynol Pentanol Propanol Trichloroethanol

Barbiturates	Allobarbital Alphenal Amobarbital Aprobarbital Barbexaclone Barbital Benzobarbital Benzylbutylbarbiturate Brallobarbital Brophebarbital Bucolome Butabarbital/Secbutabarbital Butalbital Buthalital Butobarbital Butallylonal Carbubarb Crotylbarbital Cyclobarbital Cyclopentobarbital Difebarbamate Enallylpropymal Ethallobarbital Febarbamate Heptabarb Heptobarbital Hexethal Hexobarbital Metharbital Methitural Methohexital Methylphenobarbital Narcobarbital Nealbarbital Pentobarbital Phenallymal Phenobarbital Phetharbital Primidone Prazitone Probarbital Propallylonal Propylbarbital Proxibarbital Reposal Secobarbital Sigmodal Spirobarbital Talbutal Tetrabamate Tetrabarbital Thialbarbital Thiamylal Thiobarbital Thiobutabarbital Thiopental Thiotetrabarbital Valofane Vinbarbital Vinylbital

Benzodiazepines	Adinazolam Alprazolam Arfendazam Avizafone Bentazepam Bretazenil Bromazepam Brotizolam Camazepam Chlordiazepoxide Ciclotizolam Cinolazepam Clazolam Climazolam Clobazam Clonazepam Clorazepate Clotiazepam Cloxazolam Cyprazepam Delorazepam Diazepam Doxefazepam Elfazepam Estazolam Ethyl carfluzepate Ethyl dirazepate Ethyl loflazepate Etizolam Fletazepam Fludiazepam Flunitrazepam Flurazepam Flutazolam Flutemazepam Flutoprazepam Fosazepam Gidazepam Girisopam Halazepam Haloxazolam Iclazepam Imidazenil Ketazolam Lofendazam Lopirazepam Lopirazepam Loprazolam Lorazepam Lormetazepam Meclonazepam Medazepam Menitrazepam Metaclazepam Mexazolam Midazolam Nerisopam Nimetazepam Nitrazepam Nitrazepate Nordazepam Oxazepam Oxazolam Phenazepam Pinazepam Pivoxazepam Prazepam Premazepam Proflazepam QH-II-66 Quazepam Reclazepam Remimazolam Rilmazafone Ripazepam Ro48-6791 SH-053-R-CH3-2′F Sulazepam Temazepam Tetrazepam Tofisopam Triazolam Triflubazam Uldazepam Zapizolam Zolazepam Zomebazam

Neuroactive steroids	Acebrochol Allopregnanolone Alphadolone Alphaxolone Eltanolone Ganaxolone Hydroxydione Minaxolone Org 20599 Org 21465 THDOC

Nonbenzodiazepines	β-Carbolines: Abecarnil Gedocarnil SL-651,498 ZK-93423; Cyclopyrrolones: Eszopiclone Pagoclone Pazinaclone Suproclone Suriclone Zopiclone; Imidazopyridines: Alpidem Necopidem Saripidem Zolpidem; Pyrazolopyrimidines: Divaplon Fasiplon Indiplon Lorediplon Ocinaplon Panadiplon Taniplon Zaleplon; Others: Adipiplon CGS-8216 CGS-9896 CGS-13767 CGS-20625 CL-218,872 CP-615,003 ELB-139 GBLD-345 L-838,417 NS-2664 NS-2710 NS-11394 Pipequaline ROD-188 RWJ-51204 SB-205,384 Stiripentol SX-3228 TP-003 TPA-023 TP-13 U-89843A U-90042 Y-23684

Phenols	Fospropofol Propofol Thymol

Piperidinediones	Glutethimide Methyprylon Piperidione Pyrithyldione

Pyrazolopyridines	Cartazolate Etazolate ICI-190,622 Tracazolate

Quinazolinones	Afloqualone Cloroqualone Diproqualone Etaqualone Mebroqualone Mecloqualone Methaqualone Methylmethaqualone

Volatiles/gases	Acetone Acetophenone Acetylglycinamide chloral hydrate Benzene Butane Butylene Centalun Chloral Chloral hydrate Chloroform Cyclopropane Desflurane Dichloromethane Diethyl ether Enflurane Ethyl chloride Ethylene Gasoline Halothane Isoflurane Kerosine Methoxyflurane Methoxypropane Nitric oxide Nitrogen Nitrous oxide Paraldehyde Propane Propylene Sevoflurane Toluene Trichloroethylene Vinyl ether Xenon

Others	Bromide (Lithium bromide Potassium bromide Sodium bromide) Chloralose Chlormezanone Clomethiazole DEABL Etazepine Etifoxine Etomidate GABA Kavalactones (Kava) Loreclezole Metomidate Org 25,435 Petrichloral Propanidid Skullcap Stiripentol Sulfonmethane Tetronal Triclofos Trional Valeric acid Valerenic acid (Valerian)

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Last modified on 19 May 2012, at 22:20

Cyclopentobarbital

See also

References