ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
化工社オープンプロジェクト:[email protected]AIアクセス:llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.7.8
  1. ホーム
  2. /化合物

パラメタジオン

Paramethadione

HCID 8280
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
115-67-3
標準SMILES
CCC1(C)OC(=O)N(C)C1=O
InChIKey
VQASKUSHBVDKGU-UHFFFAOYSA-N
分子式
C7H11NO3
平均分子量
157.17 g/mol
単同位体質量
157.07389321

概要

Paramethadione can cause developmental toxicity according to state or federal government labeling requirements.

名称と識別子

優先名称
Paramethadione
IUPAC
5-ethyl-3,5-dimethyl-1,3-oxazolidine-2,4-dione
現地名
パラメタジオン
英語名
PARAMETHADIONE (500 MG)
分子式
C7H11NO3
分子量
157.17

名称と別名

PARAMETHADIONEParametadione115-67-3ParadioneIsoethadione5-Ethyl-3,5-dimethyl-1,3-oxazolidine-2,4-dioneParamethadionumParametadiona2,4-Oxazolidinedione, 5-ethyl-3,5-dimethyl-3,5-Dimethyl-5-ethyloxazolidine-2,4-dione5-Ethyl-3,5-dimethyl-2,4-oxazolidinedioneA 348
名称をさらに表示
5-エチル-3,5-ジメチル-2,4-オキサゾリジンジオンイセタジオヌム5-エチル-3,5-ジメチルオキサゾリジン-2,4-ジオンペチジオンパラメタジオンパラジオン5-エチル-3,5-ジメチル-1,3-オキサゾリジン-2,4-ジオンa348HSDB 3245BRN 0127715IsethadionumParamethodione
NSC-760129Z615FRW64NDTXSID80234205-ethyl-3,5-dimethyloxazolinedioneRefChem:58021DTXCID703420N03AC01204-098-8

データベース識別子

CAS
115-67-3
PubChem CID
8280
DTXSID
DTXSID8023420

物性

構造計算による物性

XLogP
0.8
極性表面積
46.6 Ų
水素結合供与体数
0
水素結合受容体数
3
回転可能結合数
1
重原子数
11
形式電荷
0
複雑度
214

実験および物理化学的性質

DrugsPharmaceuticals -> Antiepileptics
pHABOUT 6 (1 IN 40 SOLN)
LogP0.3
OdorFRUITY, ESTERLIKE ODOR
Density1.118-1.1240 @ 25 °C/4 DEG
Color/Form · 2 件

CLEAR, COLORLESS LIQUID

Liquid

Solubility · 2 件

SLIGHTLY SOL IN WATER; FREELY SOL IN ALCOHOL, BENZENE, CHLOROFORM, ETHER

1.35e+02 g/L

Human Drugs · 2 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Boiling Point · 2 件

101 to 102 °C at 11.3 mm Hg

101.5 °C

DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Melting Point31-32 °C
Refractive Index

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationHazard Traits - Developmental Toxicity
FDA Requirements · 1 件

Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

Special Reports · 5 件

Graca LM, Machado MH; Acta Med Port 8 (7-8): 441-9 (1995). Teratogenic effects of exogenous agents.

Brent RL, Beckman DA; Clin Obstet Gynecol 37 (3): 646-70 (1994). The contribution of environmental teratogens to embryonic and fetal loss.

Stevenson RE; Human Malformations and Related Anomalies (Oxford Monographs on Medical Genetics 27: 137-68 (1993). The environmental basis of human anomalies.

Schardein JL; Chemically Induced Birth Defects 2: 157-207 (1993). /A review of the/ anticonvulsants.

For more Special Reports (Complete) data for PARAMETHADIONE (7 total), please visit the HSDB record page.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全と保護具

Storage ConditionsStore below 40 °C (104 °F), preferably between 15 and 25 °C (59 and 77 °F), unless otherwise specified by manufacturer. Store in a tight container. /Paramethadione Capsules/

化学と産業

薬理情報

ATC Code · 2 件

N - Nervous system

QN - Nervous system

Protein BindingNot significant
Pharmacodynamics · 1 件

Paramethadione is an oxazolidinedione anticonvulsant similar to trimethadione that acts on the central nervous system (CNS) to reduce the number of absence seizures (often seen in epileptics). Absence seizures involve an interruption to consciousness where the person experiencing the seizure seems to become vacant and unresponsive for a short period of time (usually up to 30 seconds). Paramethadione acts on thalamic neurons in the thalamic reticular nucleus (which studies have shown to be associated with absence seizures, von Krosigk et al., 1993).

Mechanism of Action · 2 件

Dione anticonvulsants such as paramethadione reduce T-type calcium currents in thalamic neurons (including thalamic relay neurons). This inhibits corticothalamic transmission and raises the threshold for repetitive activity in the thalamus. This results in a dampening of the abnormal thalamocortical rhythmicity proposed to underlie the 3-Hz spike-and-wave discharge seen on electroencephalogram (EEG) during absence seizures.

Dione anticonvulsants reduce T-type calcium currents in thalamic neurons, including thalamic relay neurons. this raises the threshold for repetitive activity in the thalamus, and inhibits corticothalamic transmission. Thus, the abnormal thalamocortical rhythmicity, which is thought to underlie the 3-Hz spike-and-wave discharge seen on electroencephalogram (EEG) with absence seizures, is dampened. The maximal seizure pattern in patients undergoing electroconvulsive therapy is not modified. /Dione anticonvulsants/

Biological Half-Life · 2 件

12 to 24 hours (however the half-life for the active metabolite is not known)

Paramethadion - 12 to 24 hours; active metabolite - unknown.

Metabolism/Metabolites · 5 件

Primarily hepatic (mainly via cytochrome P450 isozyme 2C9), paramethadione is completely demethylated to 5-ethyl-5-methyl-2,4-oxazolidinedione, the active metabolite.

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
ChEMBL
CHEMBL1100
ChEBI
CHEBI:7921
UNII
Z615FRW64N
EC Number
204-098-8
Nikkaji
J5.271J
INDEX OF REFRACTION: 1.449 @ 25 °C/D

物理化学的性質

融点
31 · 31-32 °C
沸点
281.82 °C · 281.82°C (rough estimate)
比重(密度)
425 · d425 1.1180-1.1240
屈折率
25 · nD25 1.449
酸解離定数(Pka)
-2.18 · -2.18±0.40(Predicted)
EPAの化学物質情報
Paramethadione (115-67-3)

毒性情報

Interactions · 3 件

Concurrent use of alcohol or CNS depression-producing medications with dione anticonvulsants may enhance CNS depression. /Dione anticonvulsants/

Concurrent use of tricyclic antidepressants; haloperidol; loxapine; maprotiline; molindone; monoamine oxidase (MAO) inhibitors, including furazolidone, procarbazine, and >10 mg/day selegiline; phenothiazines; pimozide; or thioxanthenes with dione anticonvulsants may lower the convulsive threshold, enhance CNS depression, and decrease the effects of the anticonvulsant medication. dosage adjustments may be necessary. /Dione anticonvulsants/

Concurrent use of phenacemide with dione anticonvulsants may result in additive toxicity. /Dione anticonvulsants/

Health EffectsMay cause a potentially dangerous rash that may develop into Stevens Johnson syndrome, an extremely rare but potentially fatal skin disease.
Exposure RoutesRapid via the digestive tract.
Toxicity Summary · 1 件

Dione anticonvulsants such as paramethadione reduce T-type calcium currents in thalamic neurons (including thalamic relay neurons). This inhibits corticothalamic transmission and raises the threshold for repetitive activity in the thalamus. This results in a dampening of the abnormal thalamocortical rhythmicity proposed to underlie the 3-Hz spike-and-wave discharge seen on electroencephalogram (EEG) during absence seizures.

Signs and Symptoms · 1 件

Symptoms of overdose include clumsiness or unsteadiness, coma, severe dizziness, severe drowsiness, severe nausea, and problems with vision. May cause a potentially dangerous rash that may develop into Stevens Johnson syndrome, an extremely rare but potentially fatal skin disease.

Human Toxicity Excerpts · 4 件

SEDATION MAY OCCUR WITH HIGH DOSES. UNCOMFORTABLE VISUAL ALTERATIONS, PARTICULARLY UNPLEASANT GLARE WHEN EMERGING INTO SUNLIGHT OR WELL-LIT ROOM... EDEMA & SEVERE PROTEIN-LOSING NEPHROPATHY MAY OCCUR... NEUTROPENIA OCCURS IN ABOUT 20% OF RECIPIENTS & OCCASIONALLY PANCYTOPENIA & FATAL APLASTIC ANEMIA HAVE BEEN REPORTED.

OTHER ADVERSE EFFECTS INCL HEPATITIS, SKIN REACTIONS (GENERALIZED ERYTHEMA, MACULOPAPULAR ERUPTIONS & EXFOLIATIVE DERMATITIS) &, RARELY, MILD GI DISTURBANCES.

Acute effects of overdose include ataxia (clumsiness or unsteadiness); coma - following massive overdose; severe dizziness; severe drowsiness; severe nausea; and visual disturbances.

The neuroactive drugs taken by pregnant women have two principal side effects: a teratogenic effect and a postnatal withdrawal effect. /The following characteristic syndromes are noted/: hydantoin-barbiturate syndrome, the trimethadione-paramethadione syndrome.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Non-Human Toxicity ExcerptsMAY CAUSE NAUSEA, ATAXIA, & POSSIBLY BLOOD DYSCRASIAS.
Antidote and Emergency Treatment · 1 件

Treatment of overdose: To decrease absorption - immediate evacuation of stomach by induction of emesis, lavage, or both is recommended. To enhance elimination - alkalinization of urine is reported to enhance elimination of active metabolites. Monitoring - frequent monitoring of vital signs and close patient observation are required. Following recovery, a complete blood count and a careful evaluation of hepatic and renal function should be done. Supportive care - general supportive care is necessary in dione anticonvulsant overdose treatment. Patients in whom intentional overdose is confirmed or suspected should be referred for psychiatric consultation. /Dione anticonvulsants/

法規制情報

FDA Requirements · 1 件

Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).

安全データ

毒性
LD50 orl-mus: 1000 mg/kg 27ZQAG -,280,72
有毒物質データの
115-67-3(Hazardous Substances Data)

PARAMETHADIONE IS COMPLETELY N-DEMETHYLATED TO 5-ETHYL-5-METHYL-OXAZOLIDINE-2,4-DIONE...

PARAMETHADIONE IS N-DEMETHYLATED BY HEPATIC MICROSOMAL ENZYMES TO ACTIVE METABOLITE THAT IS SLOWLY EXCRETED IN URINE...

PARAMETHADIONE IS N-DEMETHYLATED BY HEPATIC MICROSOMAL ENZYMES TO ACTIVE METABOLITE... METABOLITE ACCUMULATES DURING CHRONIC MEDICATION & IS PROBABLY RESPONSIBLE FOR MOST OF ANTICONVULSANT ACTIVITY OF PARENT DRUG...

Primarily hepatic (mainly via cytochrome P450 isozyme 2C9), paramethadione is completely demethylated to 5-ethyl-5-methyl-2,4-oxazolidinedione, the active metabolite. Half Life: 12 to 24 hours (however the half-life for the active metabolite is not known)

Absorption, Distribution and Excretion · 2 件

Rapid via the digestive tract.

PARAMETHADIONE IS COMPLETELY N-DEMETHYLATED TO 5-ETHYL-5-METHYL-OXAZOLIDINE-2,4-DIONE AND SLOWLY EXCRETED BY KIDNEYS.

Cellular LocationsMembrane

用途と製造

Uses · 4 件

MEDICATION (VET)

MEDICATION

Therap Cat: Anticonvulsant.

Used for the control of absence (petit mal) seizures that are refractory to treatment with other medications.

Methods of Manufacturing · 2 件

SPIELMAN, US PATENT 2,575,693 (1951 TO ABBOTT).

ETHYL ALPHA-HYDROXY-ALPHA-METHYLBUTYRATE & UREA...REFLUXED FOR 24 HR IN PRESENCE OF SODIUM METHOXIDE, RESULTING IN CONDENSATION CYCLIZATION WITH FORMATION OF SODIUM DERIV OF 5-ETHYL-5-METHYL-2,4-OXAZOLIDINEDIONE. AFTER DISTILLING OFF ALC, DIMETHYL SULFATE...ADDED TO EFFECT DESIRED N-METHYLATION.

Formulations/PreparationsPARADIONE (ABBOTT). ORAL: CAPSULES 150 & 300 MG; SOLN 1.5 G/5 ML.

応用分野

使用Paramethadione is also used in minor forms of epilepsy.

上流・下流製品情報

上流原料

ジメチル硫酸メタノールシアン化ナトリウム2-ブタノンナトリウムヨードメタン

サプライヤー11 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
Chongqing jooe co., ltd+86-15223382610 · [email protected]
青岛海智微元生物科技有限公司18317699790 18317699790 · [email protected]
陕西缔都医药化工有限公司029-029-029-81148696 18161915376 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Dideu Industries Group Limited+86-29-81148696 +86-15129568250 · [email protected]