ホパンテン酸
WordNet
- street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
- any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
- having the characteristics of an acid; "an acid reaction"
PrepTutorEJDIC
- 酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2018/05/04 18:12:12」(JST)
[Wiki en表示]
Hopantenic acid
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| Names |
| IUPAC name
4-{[(2R)-2,4-Dihydroxy-3,3-dimethylbutanoyl]amino}butanoic acid[citation needed]
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| Identifiers |
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CAS Number
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- 18679-90-8 Y
- 17097-76-6 (Calcium salt) Y
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3D model (JSmol)
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- Interactive image
- Interactive image
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| ChEMBL |
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| ChemSpider |
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| KEGG |
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InChI
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InChI=1S/C10H19NO5/c1-10(2,6-12)8(15)9(16)11-5-3-4-7(13)14/h8,12,15H,3-6H2,1-2H3,(H,11,16)(H,13,14)/t8-/m0/s1 Y
Key: SBBDHANTMHIRGW-QMMMGPOBSA-N Y
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SMILES
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CC(C)(CO)[C@@H](O)c(:[o]):[nH]CCCc(:[o]):[oH]
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CC(C)(CO)[C@@H](O)C(=O)NCCCC(O)=O
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| Properties |
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Chemical formula
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C10H19NO5 |
| Molar mass |
233.26 g·mol−1 |
| Related compounds |
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Related alkanoic acids
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- Theanine
- Pantothenic acid
- 4-(γ-Glutamylamino)butanoic acid
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Related compounds
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Panthenol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references |
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Hopantenic acid (homopantothenic acid), also known as N-pantoyl-GABA, is a central nervous system depressant. Formulated as the calcium salt, it is used as a pharmaceutical drug in the Russian Federation for a variety of neurological, psychological and psychiatric conditions and sold as Pantogam (Russian: Пантогам).[1] It is not approved for use in Europe or the United States.
Contents
- 1 Chemistry
- 2 See also
- 3 References
- 4 External links
Chemistry
Hopantenic acid is a homologue of pantothenic acid. While pantothenic acid is the amide of D-pantoate and β-alanine, hopantenic acid is the amide of D-pantoate and γ-aminobutyric acid (GABA). This change leads to an additional CH2 in the molecule.[2]
See also
- Methyl pentanoate
- Menthyl isovalerate
References
- ^ Pantogam, drugs.com
- ^ Kopelevich VM, Evdokimova GS, Marieva TD, Shmuilovich LM (1971). "Synthesis of D-homopantothenic acid". Pharmaceutical Chemistry Journal. 5 (9): 534–536. doi:10.1007/BF00771659.
External links
- pantogab (hopantenic acid) - Curehunter.com
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Hypnotics/sedatives (N05C)
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| GABAA |
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| GABAB |
- 1,4-Butanediol
- 4-Fluorophenibut
- Aceburic acid
- Baclofen
- GABOB
- GHB (sodium oxybate)
- GBL
- GVL
- Phenibut
- Tolibut
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| H1 |
| Antihistamines |
- Captodiame
- Cyproheptadine
- Diphenhydramine
- Doxylamine
- Hydroxyzine
- Methapyrilene
- Perlapine
- Pheniramine
- Promethazine
- Propiomazine
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| Antidepressants |
- Serotonin antagonists and reuptake inhibitors
- Etoperidone
- Nefazodone
- Trazodone
- Tricyclic antidepressants
- Amitriptyline
- Doxepin
- Trimipramine, etc.
- Tetracyclic antidepressants
- Mianserin
- Mirtazapine, etc.
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| Antipsychotics |
- Typical antipsychotics
- Chlorpromazine
- Thioridazine, etc.
- Atypical antipsychotics
- Olanzapine
- Quetiapine
- Risperidone, etc.
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| α2-Adrenergic |
- Clonidine
- Detomidine
- Dexmedetomidine
- Lofexidine
- Medetomidine
- Romifidine
- Tizanidine
- Xylazine
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| 5-HT2A |
| Antidepressants |
- Trazodone
- Tricyclic antidepressants
- Amitriptyline
- Doxepin
- Trimipramine, etc.
- Tetracyclic antidepressants
- Mianserin
- Mirtazapine, etc.
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| Antipsychotics |
- Typical antipsychotics
- Chlorpromazine
- Thioridazine, etc.
- Atypical antipsychotics
- Olanzapine
- Quetiapine
- Risperidone, etc.
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| Others |
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| Melatonin |
- Agomelatine
- Melatonin
- Ramelteon
- Tasimelteon
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| Orexin |
- Almorexant
- Filorexant
- Suvorexant
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| α2δ VDCC |
- Gabapentin
- Gabapentin enacarbil
- Mirogabalin
- Phenibut
- Pregabalin
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| Others |
- Cannabidiol
- Chlorophenylalkyldiols
- Fenpentadiol
- Metaglycodol
- Phenaglycodol
- Diethylpropanediol
- Evoxine
- Fenadiazole
- Guaifenesin-related muscle relaxants
- Chlorphenesin
- Mephenesin
- Mephenoxalone
- Metaxalone
- Methocarbamol
- Opioids (e.g., morphine)
- Passion flower
- Scopolamine
- Trazodone
- UMB68
- Valnoctamide
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| Ionotropic |
| GABAA |
- Agonists: (+)-Catechin
- Bamaluzole
- Barbiturates (e.g., phenobarbital)
- BL-1020
- DAVA
- Dihydromuscimol
- GABA
- Gabamide
- GABOB
- Gaboxadol (THIP)
- Homotaurine (tramiprosate, 3-APS)
- Ibotenic acid
- iso-THAZ
- iso-THIP
- Isoguvacine
- Isomuscimol
- Isonipecotic acid
- Kojic amine
- Lignans (e.g., honokiol)
- Methylglyoxal
- Monastrol
- Muscimol
- Nefiracetam
- Neuroactive steroids (e.g., allopregnanolone)
- Org 20599
- Phenibut
- Picamilon
- P4S
- Progabide
- Propofol
- Quisqualamine
- SL-75102
- TACA
- TAMP
- Terpenoids (e.g., borneol)
- Thiomuscimol
- Tolgabide
- ZAPA
- Positive modulators (abridged; see here for a full list): α-EMTBL
- Alcohols (e.g., ethanol)
- 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)
- Niacin
- Nicotinamide (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)
- Antagonists: Bicuculline
- Coriamyrtin
- Dihydrosecurinine
- Gabazine (SR-95531)
- Hydrastine
- Hyenachin (mellitoxin)
- PHP-501
- Pitrazepin
- Securinine
- Sinomenine
- SR-42641
- SR-95103
- Thiocolchicoside
- Tutin
- Negative modulators: 1,3M1B
- 3M2B
- 11-Ketoprogesterone
- 17-Phenylandrostenol
- 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
- BIDN
- Bilobalide
- CHEB
- Cicutoxin
- Cloflubicyne
- 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
- Iomazenil (123I)
- IPTBO
- Isoallopregnanolone
- Isopregnanolone (sepranolone)
- L-655,708
- Laudanosine
- Leptazol
- 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 and picrotoxinin)
- 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-ρ |
- Agonists: BL-1020
- CACA
- CAMP
- Homohypotaurine
- GABA
- GABOB
- Ibotenic acid
- Isoguvacine
- Muscimol
- N4-Chloroacetylcytosine arabinoside
- Picamilon
- Progabide
- TACA
- TAMP
- Thiomuscimol
- Tolgabide
- Positive modulators: Allopregnanolone
- Alphaxolone
- ATHDOC
- Lanthanides
- Antagonists: (S)-2-MeGABA
- (S)-4-ACPBPA
- (S)-4-ACPCA
- 2-MeTACA
- 3-APMPA
- 4-ACPAM
- 4-GBA
- cis-3-ACPBPA
- CGP-36742 (SGS-742)
- DAVA
- Gabazine (SR-95531)
- Gaboxadol (THIP)
- I4AA
- Isonipecotic acid
- Loreclezole
- P4MPA
- P4S
- SKF-97541
- SR-95318
- SR-95813
- TPMPA
- trans-3-ACPBPA
- ZAPA
- Negative modulators: 5α-Dihydroprogesterone
- Bilobalide
- Loreclezole
- Picrotoxin (picrotin, picrotoxinin)
- Pregnanolone
- ROD-188
- THDOC
- Zinc
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| Metabotropic |
| GABAB |
- Agonists: 1,4-Butanediol
- 4-Fluorophenibut
- Aceburic acid
- Arbaclofen
- Arbaclofen placarbil
- Baclofen
- BL-1020
- GABA
- Gabamide
- GABOB
- GBL
- GHB
- GHBAL
- GHV
- GVL
- Isovaline
- Lesogaberan
- Phenibut
- Picamilon
- Progabide
- Sodium oxybate
- SKF-97,541
- SL 75102
- Tolgabide
- Tolibut
- Positive modulators: ADX-71441
- BHF-177
- BHFF
- BSPP
- CGP-7930
- CGP-13501
- GS-39783
- rac-BHFF
- KK-92A
- Antagonists: 2-Hydroxysaclofen
- CGP-35348
- CGP-46381
- CGP-52432
- CGP-54626
- CGP-55845
- CGP-64213
- DAVA
- Homotaurine (tramiprosate, 3-APS)
- Phaclofen
- Saclofen
- SCH-50911
- SKF-97541
- 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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UpToDate Contents
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English Journal
- Effects of a Preparation Containing Pantogam, Succinic Acid, and Chitosan on Activities of the Glutathione System and NADPH-Generating Enzymes in Rat Tissues under Conditions of Cerebral Ischemia/Reperfusion.
- Safonova OA1, Popova TN, Slivkin AI, Talmi Y.
- Bulletin of experimental biology and medicine.Bull Exp Biol Med.2015 Jun;159(2):221-4. doi: 10.1007/s10517-015-2927-4. Epub 2015 Jun 19.
- Treatment with the complex preparation containing pantogam, succinic acid, and chitosan normalized the concentration of reduced glutathione and activities of glutathione peroxidase, glutathione reductase, and some NADPH-generating enzymes (glucose-6-phosphate dehydrogenase and NADPH-isocitrate dehyd
- PMID 26085356
- [Diagnosis and correction of cognitive impairment in preschool age children with epilepsy].
- Guzeva VI1, Guzeva VV1, Guzeva OV1, Okhrim IV1, Zgoda VN1.
- Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova / Ministerstvo zdravookhraneniia i meditsinskoĭ promyshlennosti Rossiĭskoĭ Federatsii, Vserossiĭskoe obshchestvo nevrologov [i] Vserossiĭskoe obshchestvo psikhiatrov.Zh Nevrol Psikhiatr Im S S Korsakova.2015;115(10):51-5.
- in
English, RussianЦель исследования — изучение когнитивных нарушений и эффективности применения гопантеновой кислоты (пантогам) у детей в возрасте от 4 до 7 лет, страдаю
- [Augmented antipsychotic therapy with pantogam active in patients with schizophrenia].
- Medvedev VE1, Frolova VI1, Gushanskaya EV2, Ter-Israelyan AU2.
- Zhurnal nevrologii i psikhiatrii imeni S.S. Korsakova / Ministerstvo zdravookhraneniia i meditsinskoĭ promyshlennosti Rossiĭskoĭ Federatsii, Vserossiĭskoe obshchestvo nevrologov [i] Vserossiĭskoe obshchestvo psikhiatrov.Zh Nevrol Psikhiatr Im S S Korsakova.2015;115(8):28-34.
- in
English, RussianЦель исследования — изучение эффективности D-, L-гопантеновой кислоты (препарат пантогам актив) при лечении больных шизофренией типичными нейролептик�
Japanese Journal
- GLUCOSE CONJUGATION : METABOLISM OF PANTOTHENIC ACID AND HOPANTENIC ACID
★リンクテーブル★
[★]
- 英
- hopantenic acid
- 同
- ホモパントテン酸 homopantothenic acid
- 化
- ホパンテン酸カルシウム calcium hopantenate
- 商
- ホパテ