Cloflubicyne
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Names
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IUPAC name
5,6-dichloro-3,3-bis(trifluoromethyl)bicyclo[2.2.1]heptane-2,2-dicarbonitrile
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Identifiers
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ChemSpider
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InChI=1S/C11H6Cl2F6N2/c12-6-4-1-5(7(6)13)9(10(14,15)16,11(17,18)19)8(4,2-20)3-21/h4-7H,1H2 Key: NTESZNJQNKSALM-UHFFFAOYSA-N
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C1C2C(C(C1C(C2(C#N)C#N)(C(F)(F)F)C(F)(F)F)Cl)Cl
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Properties
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C11H6Cl2F6N2
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Molar mass
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351.07 g·mol−1
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Hazards
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Occupational safety and health (OHS/OSH):
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Main hazards
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Extremely toxic
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Lethal dose or concentration (LD, LC):
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0.1 mg/kg (intraperitoneal, mice)[1]
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0.2 mg/kg (oral, rats)[2]
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Cloflubicyne is a chemical compound which is a chlorinated derivative of BIDN. It is an irreversible GABA receptor antagonist with powerful convulsant effects.[3][4][5][6]
See also
References
- ^ Fetisov, V.I.; Maslov, A.A.; Panarin, V.A.; Trefilov, N.V. (August 1992). "Fluoro-containing 'cage' convulsants: inhibition of gamma-aminobutyric acid induced Cl−currents". Journal of Fluorine Chemistry. 58 (2–3): 368. doi:10.1016/S0022-1139(00)80833-7.
- ^ Middleton, W.J; Bingham, E.M (May 1982). "Fluorine-containing 1,1-dicyanoethylenes: their preparation, diels-alder reactions, and derived norbornenes and norbornanes". Journal of Fluorine Chemistry. 20 (3): 397–418. Bibcode:1982JFluC..20..397M. doi:10.1016/S0022-1139(00)82232-0.
- ^ Golovko, A. I.; Sofronov, G. A.; Klyuntina, T. V. (April 1996). "Norbornan, a new irreversible ligand of the GABAA-receptor chloride channels". Bulletin of Experimental Biology and Medicine. 121 (4): 404–406. doi:10.1007/BF02446741. S2CID 35092380.
- ^ Golovko, A. I.; Sofronov, G. A.; Klyuntina, T. V.; Suftin, S. G.; Garbuz, L. A. (July 1996). "Norbornane-induced changes in the density of chloride-ion channels in the brain of rodents". Bulletin of Experimental Biology and Medicine. 122 (1): 660–662. doi:10.1007/BF02446014. S2CID 46036353.
- ^ Golovko, A. I.; Ivanov, M. B.; Klyuntina, T. V.; Sofronov, G. A.; Sviderskii, O. A.; Shilov, V. V. (January 1997). "Development of increased convulsibility in mice after a single norbornan injection". Bulletin of Experimental Biology and Medicine. 123 (1): 52–54. doi:10.1007/BF02764378. S2CID 27826524.
- ^ Golovko, A. I.; Ivanov, M. B.; Sviderskii, O. A.; Sofronov, G. A.; Shilov, V. V. (June 1998). "Mechanisms of kindling induced by norbornan intoxication". Bulletin of Experimental Biology and Medicine. 125 (6): 579–581. doi:10.1007/BF02445245. S2CID 26207399.
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Ionotropic | GABAATooltip γ-Aminobutyric acid A receptor |
- Positive modulators (abridged; see here for a full list): α-EMTBL
- Alcohols (e.g., drinking alcohol, 2M2B)
- Anabolic steroids
- Avermectins (e.g., ivermectin)
- Barbiturates (e.g., phenobarbital)
- Benzodiazepines (e.g., diazepam)
- Bromide compounds (e.g., potassium bromide)
- Carbamates (e.g., meprobamate)
- Carbamazepine
- Chloralose
- Chlormezanone
- Clomethiazole
- Dihydroergolines (e.g., ergoloid (dihydroergotoxine))
- Etazepine
- Etifoxine
- Fenamates (e.g., mefenamic acid)
- Flavonoids (e.g., apigenin, hispidulin)
- Fluoxetine
- Flupirtine
- Imidazoles (e.g., etomidate)
- Kava constituents (e.g., kavain)
- Lanthanum
- Loreclezole
- Monastrol
- Neuroactive steroids (e.g., allopregnanolone, cholesterol, THDOC)
- Niacin
- Niacinamide
- Nonbenzodiazepines (e.g., β-carbolines (e.g., abecarnil), cyclopyrrolones (e.g., zopiclone), imidazopyridines (e.g., zolpidem), pyrazolopyrimidines (e.g., zaleplon))
- Norfluoxetine
- Petrichloral
- Phenols (e.g., propofol)
- Phenytoin
- Piperidinediones (e.g., glutethimide)
- Propanidid
- Pyrazolopyridines (e.g., etazolate)
- Quinazolinones (e.g., methaqualone)
- Retigabine (ezogabine)
- ROD-188
- Skullcap constituents (e.g., baicalin)
- Stiripentol
- Sulfonylalkanes (e.g., sulfonmethane (sulfonal))
- Topiramate
- Valerian constituents (e.g., valerenic acid)
- Volatiles/gases (e.g., chloral hydrate, chloroform, diethyl ether, paraldehyde, sevoflurane)
- Negative modulators: 1,3M1B
- 3M2B
- 11-Ketoprogesterone
- 17-Phenylandrostenol
- α3IA
- α5IA (LS-193,268)
- β-CCB
- β-CCE
- β-CCM
- β-CCP
- β-EMGBL
- Anabolic steroids
- Amiloride
- Anisatin
- β-Lactams (e.g., penicillins, cephalosporins, carbapenems)
- Basmisanil
- Bemegride
- Bicyclic phosphates (TBPS, TBPO, IPTBO)
- BIDN
- Bilobalide
- Bupropion
- CHEB
- Chlorophenylsilatrane
- Cicutoxin
- Cyclothiazide
- DHEA
- DHEA-S
- Dieldrin
- (+)-DMBB
- DMCM
- DMPC
- EBOB
- Etbicyphat
- FG-7142 (ZK-31906)
- Fiproles (e.g., fipronil)
- Flavonoids (e.g., amentoflavone, oroxylin A)
- Flumazenil
- Fluoroquinolones (e.g., ciprofloxacin)
- Flurothyl
- Furosemide
- Golexanolone
- Iomazenil (123I)
- IPTBO
- Isopregnanolone (sepranolone)
- L-655,708
- Laudanosine
- Lindane
- MaxiPost
- Morphine
- Morphine-3-glucuronide
- MRK-016
- Naloxone
- Naltrexone
- Nicardipine
- Nonsteroidal antiandrogens (e.g., apalutamide, bicalutamide, enzalutamide, flutamide, nilutamide)
- Oenanthotoxin
- Pentylenetetrazol (pentetrazol)
- Phenylsilatrane
- Picrotoxin (i.e., picrotin, picrotoxinin and dihydropicrotoxinin)
- Pregnenolone sulfate
- Propybicyphat
- PWZ-029
- Radequinil
- Ro 15-4513
- Ro 19-4603
- RO4882224
- RO4938581
- Sarmazenil
- SCS
- Suritozole
- TB-21007
- TBOB
- TBPS
- TCS-1105
- Terbequinil
- TETS
- Thujone
- U-93631
- Zinc
- ZK-93426
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GABAA-ρTooltip γ-Aminobutyric acid A-rho receptor | |
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Metabotropic | GABABTooltip γ-Aminobutyric acid B receptor |
- Negative modulators: Compound 14
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- See also
- Receptor/signaling modulators
- GABAA receptor positive modulators
- GABA metabolism/transport modulators
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