基本情報
- CAS
456-59-7- 標準SMILES
CC1CC(OC(=O)C(O)c2ccccc2)CC(C)(C)C1- InChIKey
WZHCOOQXZCIUNC-UHFFFAOYSA-N- 分子式
- C17H24O3
- 平均分子量
- 276.4 g/mol
- 単同位体質量
- 276.17254462
概要
Cyclandelate is the ester obtained by formal condensation of mandelic acid and 3,3,5-tricyclohexanol. It is a direct-acting smooth muscle relaxant used to dilate blood vessels. It has a role as a vasodilator agent. It is a carboxylic ester and a secondary alcohol. It is functionally related to a mandelic acid and a 3,3,5-trimethylcyclohexanol.
名称と識別子
- 優先名称
- Cyclandelate
- IUPAC
- (3,3,5-trimethylcyclohexyl) 2-hydroxy-2-phenylacetate
- 現地名
- シクランデラート
- 英語名
- CYCLANDELATE
- 分子式
- C17H24O3
- 分子量
- 276.37
名称と別名
cyclandelate456-59-7CyclomandolCyclolytCyclospasmolPerebralSpasmioneCapilanSepyronCiclandelatoCiclospasmolClandilon
名称をさらに表示
マンデル酸 3,3,5-トリメチルシクロヘキシルリススパスマ3,3,5-トリメチルシクロヘキシルマンデレートシクランデラートシクロリトスパスモシクロンシクロスパスモールサークルワンフェニル(ヒドロキシ)酢酸3,3,5-トリメチルシクロヘキシルスパスミオンシデルアンサイクリンスパスモサイクロンマンデル酸3,3,5-トリメチルシクロヘキシルシクロマンドールハイシクランアンシクリンアナスパートベナラセピロンbs572CydelNatilandeLBS 572AnaspatLejopanDilatan
CyclergineCyclobralSaiclateSancyclanSpasmocyclonArto-espasmol3,3,5-Trimethylcyclohexyl mandelateNovodil
物性
構造計算による物性
- XLogP
- 4.2
- 極性表面積
- 46.5 Ų
- 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
- 331
実験および物理化学的性質
Color/FormCRYSTALS
Solubility
PRACTICALLY INSOL IN WATER; SOL IN LIPOIDS & THEIR SOLVENTS
FREELY SOL IN PETROLEUM ETHER, ETHANOL; SOL IN DIETHYL ETHER, ACETONE
9.97e-02 g/L
Boiling Point192-194 °C @ 14 MM HG
Melting Point
50-53
50-53 °C
56 °C
Physical DescriptionSolid
Collision Cross Section
186.2 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
184.48 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 55 · 55.0-56.5°
- 沸点
- 14 · bp14 192-194°
- 比重(密度)
- 1.0535 · 1.0535 (rough estimate)
- 屈折率
- 1.549 · 1.5490 (estimate)
- 貯蔵温度
- Sealed in dry,Room Temperature
- 水溶解度
- Insoluble in water
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
Warning
H319 (97.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.
危険有害性情報
Hazard Classes and CategoriesEye Irrit. 2 (97.5%)
毒性情報
Human Toxicity Excerpts
CYCLANDELATE APPEARS TO PRODUCE LITTLE SERIOUS TOXICITY. HOWEVER, ORAL DOSES OF 200 MG OR MORE ARE ASSOC WITH SIGNIFICANT INCIDENCE OF UNPLEASANT SIDE EFFECTS, INCL GASTROINTESTINAL UPSETS, FLUSHING, TINGLING, HEADACHE, DIZZINESS, & SWEATING.
SIDE EFFECTS INCLUDE...NAUSEA...& HYPOTENSION.
...IT HAS BEEN CLAIMED THAT CYCLANDELATE REDUCED OPHTHALMIC BLOOD PRESSURE BUT INCR FLOW IN RETINAL ARTERIES. IT APPEARS THAT CYCLANDELATE PRESENTS NO SIGNIFICANT THREAT OF RAISING OCULAR PRESSURE IN OPEN-ANGLE GLAUCOMA NOR ANY THREAT OF PRECIPITATING ANGLE-CLOSURE GLAUCOMA...
安全データ
- tsca
- TSCA listed
- rtecs
- OO8200000
- 毒性
- LD50 oral in rat: 5gm/kg
- hs_code
- 2918191350
- 有毒物質データの
- 456-59-7(Hazardous Substances Data)
化学と産業
薬理情報
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
PharmacodynamicsCyclandelate is in a class of drugs called vasodilators. Cyclandelate relaxes veins and arteries, which makes them wider and allows blood to pass through them more easily.
Mechanism of Action
Cyclandelate produces peripheral vasodilation by a direct effect on vascular smooth muscle. Pharmacological action may be due to calcium-channel antagonism.
...MOST OF ITS PHARMACOLOGICAL PROPERTIES ARE VERY SIMILAR TO THOSE OF PAPAVERINE & OF MANY SYNTHETIC ANTISPASMODICS PROMOTED PRIMARILY FOR EFFECTS ON SMOOTH MUSCLE.
PAPAVERINE IS POTENT INHIBITOR OF CYCLIC NUCLEOTIDE PHOSPHODIESTERASE FOUND IN MANY TISSUES & CAN INCR CONCN OF CYCLIC ADENOSINE 3',5'-MONOPHOSPHATE (CYCLIC AMP). SINCE CYCLIC AMP HAS BEEN IMPLICATED AS POSSIBLE MEDIATOR OF BETA-ADRENERGIC RELAXATION OF SMOOTH MUSCLE, SUCH MECHANISM OF ACTION...IS PLAUSIBLE. /PAPAVERINE/
Biological Half-Life(3-)-H-LABELED CYCLANDELATE WAS DETECTED & QUANTITATED. EFFECTIVE HALF-LIFE VALUES IN VARIOUS RAT TISSUES WERE 2.8-4.1 DAYS.
MeSH Pharmacological ClassificationDrugs used to cause dilation of the blood vessels.
Absorption, Distribution and Excretion
Well absorbed following oral administration.
MAX UPTAKE @ 1 HR FOR MOST RAT TISSUES WHILE BRAIN, DIAPHRAGM, STOMACH, & VEIN SHOWED MAX LEVELS @ 24 HR. LEVELS NEGLIGIBLE IN 28 DAYS.
Cellular LocationsMembrane
用途と製造
UsesMEDICATION
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