CAS 61413-54-5 Rolipram (HCID 5092)

概要

Rolipram is a member of the lclass of pyrrolidin-2-ones that is pyrrolidin-2-one bearing a 3-(cyclopentyloxy)-4-methoxyphenyl substituent at the 4-position. It is a type IV-specific phosphodiesterase (PDE4) inhibitor. It has a role as an antidepressant and an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor.

名称と識別子

優先名称: Rolipram
IUPAC: 4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one
現地名: ロリプラム
英語名: ROLIPRAM
分子式: C16H21NO3
分子量: 275.34

名称と別名

rolipram61413-54-5(R,S)-rolipram4-(3-(cyclopentyloxy)-4-methoxyphenyl)pyrrolidin-2-oneZK 62711RolipramumZK-627114-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-oneNSC-7601254-(3-(Cyclopentyloxy)-4-methoxyphenyl)-2-pyrrolidinoneZK 62 711

名称をさらに表示

ロリプラム4-[3-(シクロペンチルオキシ)-4-メトキシフェニル]-2-ピロリジノンロリプラム (JAN)4-[3-(シクロペンチルオキシ)-4-メトキシフェニル]ピロリジン-2-オンSB 95952Roliprame(¨¤)-RoliprRolipram >(±)-RolipramROLIPRAM 98+%

SB-95952ZK-62771K676NL63N7CHEBI:104872(+-)-rolipramPyrrolidone, 4-(3-cyclopentyloxy-4-methoxyphenyl)-2-ZK62711RefChem:389268

データベース識別子

CAS: 61413-54-5
PubChem CID: 5092
DTXSID: DTXSID3044124
ChEMBL: CHEMBL63
ChEBI: CHEBI:104872
UNII: K676NL63N7
EC Number: 262-771-1
Nikkaji: J18.478K

物性

構造計算による物性

XLogP: 2.2
極性表面積: 47.6 Å²
水素結合供与体数: 1
水素結合受容体数: 3
回転可能結合数: 4
重原子数: 20
形式電荷: 0
複雑度: 341

実験および物理化学的性質

LogP2.17

Endocrine DisruptorsPotential endocrine disrupting compound

Collision Cross Section174.11 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点: 127 · 127-133 °C
沸点: 418.29 °C · 418.29°C (rough estimate)
比重(密度): 1.0677 · 1.0677 (rough estimate)
屈折率: 1.55 · 1.5500 (estimate)
貯蔵温度: -20 °C · Sealed in dry,Store in freezer, under -20°C
溶解性: 2 O: · H2O: 0.2 mg/mL
外見: 個体
酸解離定数(Pka): 16.02 · 16.02±0.40(Predicted)
色: ホワイトからオフホワイト
由来生物: synthetic (organic)
水溶解度: 2 O: · H2O: 0.2mg/mLethanol: 7mg/mLDMSO: 7.3mg/mL
Merck: 14 · 14,8251
安定性: 2 · 購入日から2年間安定です。この DMSO またはエタノール溶液は、-20°C で 3 か月間保存できます。
InChI: InChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)
InChIKey: HJORMJIFDVBMOB-UHFFFAOYSA-N
SMILES: O(C1CCCC1)C1C=C(C2CC(NC2)=O)C=CC=1OC

化学的性質

化学的特性Yellowish solid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (37.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 64 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (37.5%)

安全データ

wgk: 3
rtecs: UY5749237
ridadr: 3249
毒性: LD50 oral in mouse: > 300mg/kg
hs_code: 29337900
risk_code: 36/37/38-11
hazard_code: Xi
safety_code: 26-36
hazard_class: 6.1(b)
packing_group: III
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological Classification · 2 件

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.

Compounds that specifically inhibit PHOSPHODIESTERASE 4.

応用分野 · 3 件

用途シグナル伝達研究用。

使用(±)-Rolipram is a cAMP-specific phosphodiesterase 4 (PDE4) inhibitor.

一般的な説明A cell-permeable, selective inhibitor of cAMP-specific phosphodiesterase (PDE IV; IC50 = 800 nM). A rolipram-insensitive PDE IV subtype is also known to exist. Also inhibits NF-κB and NFAT activation in Jurkat and primary T cells.