パモ酸、パモ酸塩
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/05/28 23:03:41」(JST)
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Pamoic acid[1][2]
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Names |
IUPAC name
4-[(3-Carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid
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Other names
Embonic acid
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Identifiers |
Beilstein Reference
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901319 |
CAS Registry Number
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130-85-8 Y |
ChEBI |
CHEBI:50186 |
ChEMBL |
ChEMBL177880 Y |
ChemSpider |
8228 Y |
EC number |
204-998-0 |
InChI
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InChI=1S/C23H16O6/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29/h1-10,24-25H,11H2,(H,26,27)(H,28,29) Y
Key: WLJNZVDCPSBLRP-UHFFFAOYSA-N Y
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Jmol-3D images |
Image
Image |
MeSH |
Pamoic+acid |
PubChem |
8546 |
RTECS number |
QL2180000 |
SMILES
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OC(=O)C1=CC2=CC=CC=C2C(CC2=C(O)C(=CC3=CC=CC=C23)C(O)=O)=C1O
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C1=CC=C2C(=C1)C=C(C(=C2CC3=C(C(=CC4=CC=CC=C43)C(=O)O)O)O)C(=O)O
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UNII |
7RRQ8QZ38N Y |
Properties |
Molecular formula
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C23H16O6 |
Molar mass |
388.37 g·mol−1 |
Melting point |
≥300 °C |
log P |
6.169 |
Acidity (pKa) |
2.675 |
Hazards |
Main hazards |
Causes skin irritation
Causes serious eye irritation
May cause respiratory irritation
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EU classification |
Xi |
R-phrases |
R36/37/38 |
S-phrases |
S26 S36 |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references |
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Pamoic acid, also called embonic acid, is a naphthoic acid derivative. Salts and esters of pamoic acid are known as pamoates or embonates. It can be prepared by the reaction of 2-hydroxy-3-naphthoic acid with formaldehyde. In pharmacology, the salt form of pamoic acid (pamoate ion) can be used as a counter ion of a drug compound to increase the solubility of the drug in water.[3] The presence of multiple oxygen atoms enables significant hydrogen bonding to occur. Hydrogen bonds facilitate the dissolution of compounds in water.
It was demonstrated that pamoic acid has agonist activity for the orphan G protein-coupled receptor GPR35 by which it activates ERK and beta-arrestin2, and causes antinociceptive activity.[citation needed] Although (like other drug salts) it has been considered an inactive compound by the FDA, these recent data suggest that its use may be reexamined.[citation needed]
References
- ^ Merck Index, 12th Edition, 7136.
- ^ Zhao, P.; Sharir, H.; Kapur, A.; Cowan, A.; Geller, E. B.; Adler, M. W.; Seltzman, H. H.; Reggio, P. H. et al. (2010). "Targeting of the Orphan Receptor GPR35 by Pamoic Acid: A Potent Activator of Extracellular Signal-Regulated Kinase and -Arrestin2 with Antinociceptive Activity". Molecular Pharmacology 78 (4): 560–8. doi:10.1124/mol.110.066746. PMC 2981393. PMID 20826425.
- ^ Saesmaa, T; Tötterman, AM (1990). "Dissolution studies on ampicillin embonate and amoxycillin embonate". Journal of pharmaceutical and biomedical analysis 8 (1): 61–5. doi:10.1016/0731-7085(90)80007-c. PMID 2102266.
External links
- Neubig, Richard R (2010). "Mind your salts: when the inactive constituent isn't". Molecular Pharmacology 78 (4): 558–9. doi:10.1124/mol.110.067645. PMID 20651116.
UpToDate Contents
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English Journal
- Hierarchical model for evaluating pyrantel efficacy against strongyle parasites in horses.
- Nielsen MK, Vidyashankar AN, Hanlon BM, Diao G, Petersen SL, Kaplan RM.SourceM.H. Gluck Equine Research Center, Department of Veterinary Science, University of Kentucky, Lexington, KY, USA. Electronic address: martin.nielsen@uky.edu.
- Veterinary parasitology.Vet Parasitol.2013 Nov 8;197(3-4):614-22. doi: 10.1016/j.vetpar.2013.04.036. Epub 2013 Apr 26.
- Anthelmintic resistance is an increasing challenge for the control of equine parasites. The fecal egg count reduction test (FECRT) is the practical gold standard method for evaluating reduction in anthelmintic efficacy, but the interpretation is complicated due to high levels of variability. A hiera
- PMID 23680542
- Reversible cerebral vasoconstriction syndrome associated with subarachnoid hemorrhage triggered by hydroxyzine pamoate.
- Matano F, Murai Y, Adachi K, Koketsu K, Kitamura T, Teramoto A, Okubo S, Katayama Y, Sekine T, Takagi R, Kumita S.SourceDepartment of Neurosurgery, Nippon Medical School, Tokyo, Japan. Electronic address: shunchan.ryouchan@gmail.com.
- Clinical neurology and neurosurgery.Clin Neurol Neurosurg.2013 Oct;115(10):2189-91. doi: 10.1016/j.clineuro.2013.05.022. Epub 2013 Jun 13.
- PMID 23769656
- Adverse effects associated with second-generation antipsychotic long-acting injection treatment: a comprehensive systematic review.
- Gentile S.SourceDepartment of Mental Health, ASL Salerno, Mental Health Center no. 63, Cava de' Tirreni, Italy; Department of Neurosciences, Medical School "Federico II", University of Naples, Italy.
- Pharmacotherapy.Pharmacotherapy.2013 Oct;33(10):1087-106. doi: 10.1002/phar.1313. Epub 2013 Jun 17.
- As second-generation antipsychotic long-acting injections (SGA-LAIs) are rapidly replacing depot first-generation antipsychotics as first-line agents in treating schizophrenia spectrum disorders, a systematic assessment of their adverse effects is timely. English-language, peer-reviewed articles rep
- PMID 23776129
Japanese Journal
- An anticancer agent, pyrvinium pamoate inhibits the NADH-fumarate reductase system : a unique mitochondrial energy metabolism in tumour microenvironments
- Tomitsuka Eriko,Kita Kiyoshi,Esumi Hiroyasu
- Journal of Biochemistry 152(2), 171-183, 2012-08-00
- NAID 40019378119
- パモ酸ピランテルで駆虫に失敗しアルベンダゾールが奏功した日本人若年成人蟯虫症の1例
- 大西 健児,小林 謙一郎,岩渕 千太郎 [他],中村 内山 ふくみ
- 感染症学雑誌 : 日本伝染病学会機関誌 : the journal of the Japanese Association for Infectious Diseases 85(5), 520-522, 2011-09-20
- NAID 10030236221
- 駆虫剤の経皮経肝的胆嚢内注入が有用であった胆嚢内回虫迷入症の1例
- 生田 修三,水口 泰宏,辻 雄一郎,塚本 咲貴子,大場 信之,西中川 秀太,児島 辰也
- 日本消化器病學會雜誌 = The Japanese journal of gastro-enterology 107(5), 768-774, 2010-05-05
- 症例は40歳代男性.主訴は上腹部痛.頻回の海外渡航歴があった.腹部超音波検査上inner tube signを認めたため,胆嚢内回虫迷入症と診断した.駆虫剤の経皮経肝的胆嚢内注入により死虫となり,その後排泄された.本治療法は手術療法と比べ非侵襲的であり,有用な駆虫療法になり得る.回虫症は,有機栽培や海外渡航の増加により再燃傾向にあるため,上腹部痛の鑑別疾患として本症を念頭に置く必要がある.
- NAID 10026417478
Related Links
- Hydroxyzine Pamoate official prescribing information for healthcare professionals. Includes: indications, dosage, adverse reactions, pharmacology and more. ... Overdosage The most common manifestation of overdosage of ...
- Easy to read patient leaflet for pyrantel pamoate. Includes indications, proper use, special instructions, precautions, and possible side effects. ... If OVERDOSE is suspected: Contact 1-800-222-1222 (the American Association of ...
★リンクテーブル★
[★]
- 英
- pamoate
- 関
- パモ酸塩
[★]
- 英
- pamoate
- 関
- パモ酸
[★]
- 関
- hydroxyzine、hydroxyzine hydrochloride
[★]
ピランテル。ピランテルパモエート
[★]
- 関
- pyrvinium
[★]
- 関
- oxantel