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63-92-3

中文名稱 鹽酸酚芐明
英文名稱 Phenoxybenzamine hydrochloride
CAS 63-92-3
EINECS 編號 200-569-7
分子式 C18H22ClNO.ClH
MDL 編號 MFCD00599580
分子量 340.29
MOL 文件 63-92-3.mol
更新日期 2026/05/25 12:24:15
63-92-3 結構式 63-92-3 結構式

基本信息

中文別名
N-(1-甲基-2-苯氧乙基)-N-(2-氯乙基)苯甲胺鹽酸鹽
鹽酸苯氧芐胺
鹽酸酚芐明
苯芐胺
苯氧芐胺
酚芐胺
竹林胺
鹽酸酚芬明
酚芐明
英文別名
2-(n-benzyl-2-chloroethylamino)-1-phenoxypropane hydrochloride
BENZENE METHANAMINE HYDROCHLORIDE
DIBENZYLINE HYDROCHLORIDE
n-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)benzenemethanamine hydrochloride
N-(2-CHLOROETHYL)-N-(1-METHYL-2-PHENOXYETHYL)BENZYLAMINE HYDROCHLORIDE
N-PHENOXYISOPROPYL-N-BENZYL-2-CHLOROETHYLAMINE HYDROCHLORIDE
PHENOXYBENZAMINE
PHENOXYBENZAMINE HCL
PHENOXYBENZAMINE HYDROCHLORIDE
bensylytnen
benzyl(2-chloroethyl)(1-methyl-2-phenoxyethyl)aminehydrochloride
dibenzyran
fenossibenzamina
fenoxybenzamin
n-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-benzenemethanaminhydrochlo
n-(2-chloroethyl)-n-(1-methyl-2-phenoxyethyl)-benzylaminhydrochloride
n-2-phenoxyisopropyl-n-benzyl-chloroethylaminehydrochloride
n-benzyl-n-phenoxyisopropyl-beta-chlorethylaminehydrochloride
nci-c01661
n-phenoxyisopropyl-n-benzyl-beta-chloroethylaminehydrochloride
所屬類別
原料藥:周圍血管擴張藥

物理化學性質(zhì)

外觀性狀白色結晶性粉末。熔點137.5-140℃。溶于乙醇、氯仿、丙二醇,略溶于苯,微溶于冷水。其游離堿熔點38-40℃,溶于苯。
熔點137.5°C
儲存條件2-8°C
溶解度H2O: slightly soluble
酸度系數(shù)(pKa)pKa 4.4 (Uncertain)
形態(tài)powder
形態(tài)粉末
顏色white
顏色白色
水溶解性<0.01 g/100 mL at 18.5 ºC
Merck7256
穩(wěn)定性自購買之日起 2 年內(nèi)保持穩(wěn)定。 DMSO 或蒸餾水中的溶液可在 -20°C 下儲存長達 3 個月。
InChI1S/C18H22ClNO.ClH/c1-16(15-21-18-10-6-3-7-11-18)20(13-12-19)14-17-8-4-2-5-9-17;/h2-11,16H,12-15H2,1H3;1H
InChIKeyVBCPVIWPDJVHAN-UHFFFAOYSA-N
SMILESCl[H].CC(COc1ccccc1)N(CCCl)Cc2ccccc2
CAS 數(shù)據(jù)庫63-92-3(CAS DataBase Reference)
(IARC)致癌物分類2B (Vol. 24, Sup 7) 1987

安全數(shù)據(jù)

危險性符號(GHS)有害 (GHS07)健康危害 (GHS08)
GHS07,GHS08
警示詞警告
危險性描述H302-H351
危險品標志Xn
危險類別碼R22-R40
安全說明S22-S36/37/39-S45
WGK Germany3
RTECS號DP3750000
海關編碼2922299000
存儲類別11 - Combustible Solids
危險性類別Acute Tox. 4 Oral
Carc. 2

應用領域

用途一
α-受體陰斷劑,選擇性強,作用持久。主要用于嗜鉻細胞瘤、雷諾氏綜合癥、物足發(fā)紺及凍瘡后遺癥。

制備方法

方法1
2-[benzyl(1-methyl-2-phenoxyethyl)amino]ethanol

101-45-1

鹽酸酚芐明

63-92-3

在25-30℃條件下,將N-(苯氧基異丙基)-N-芐基乙醇胺溶解于二氯甲烷(810 mL)中。隨后,在0-5℃下緩慢滴加亞硫酰氯(70.0 g, 0.588 mol)。反應混合物于25-30℃持續(xù)攪拌2小時。反應完成后,于30-35℃下進行減壓濃縮。將濃縮后的殘余物于25-30℃溶解于丙酮(570 mL)中,促使固體形成。通過過濾收集固體,并用冷卻的丙酮(190 mL)洗滌。最后,將固體于45-50℃下進行真空干燥,得到125.4 g高純度的苯氧基苯甲胺鹽酸鹽,呈白色固體(HPLC純度 > 99%)。

參考文獻:

[1] Patent: WO2018/130942, 2018, A1. Location in patent: Page/Page column 10; 12

知名試劑公司產(chǎn)品信息

鹽酸酚芐明價格(試劑級)
報價日期產(chǎn)品編號產(chǎn)品名稱CAS號包裝價格
2026/03/03S2499鹽酸酚芐明
Phenoxybenzamine HCl
63-92-350mg788.04元
2026/03/03S2499鹽酸酚芐明
Phenoxybenzamine HCl
63-92-310mM(1mL in DMSO)1070.87元
2026/03/03S2499鹽酸酚芐明
Phenoxybenzamine HCl
63-92-31g5487.3元

常見問題列表

生物活性
Phenoxybenzamine HCl (NSC 37448, NCI-c01661)是一種非選擇性,不可逆α受體拮抗劑,IC50為550 nM。
靶點
TargetValue
α-adrenergic receptor
體外研究

The IC 50 (100 nM) derived from the blockade of [ 3 H]yohimbine binding by Phenoxybenzamine hydrochloride is significantly less than the IC 50 (550 nM) for the corresponding reversal by Phenoxybenzamine hydrochloride of the effects of norepinephrine on cyclic AMP accumulation. Phenoxybenzamine hydrochloride (50 nM) in conbination with Phenoxybenzamine hydrochloridetolamine (1000 nM) enhances Phenoxybenzamine hydrochlorideylephrine-induced contraction compared with pretreatment with Phenoxybenzamine hydrochloride (50 nM) alone in endothelium-intact aortae. Combined treatment with either dexmedetomidine (300 or 1000 nM) and Phenoxybenzamine hydrochloride (50 nM) or Phenoxybenzamine hydrochloridetolamine (1000 nM) and Phenoxybenzamine hydrochloride (50 nM) enhance Phenoxybenzamine hydrochlorideylephrine-induced contraction compared with Phenoxybenzamine hydrochloride alone (50 nM). In addition, combined treatment with Phenoxybenzamine hydrochloridetolamine and Phenoxybenzamine hydrochloride enhances Phenoxybenzamine hydrochlorideylephrine-induced contraction compared with dexmedetomidine (1000 nM) and Phenoxybenzamine hydrochloride combined treatment. ?Combined treatment with high concentrations of dexmedetomidine (1000 nM) and Phenoxybenzamine hydrochloride enhances Phenoxybenzamine hydrochlorideylephrine-induced contraction compared with combined treatment with low concentrations of dexmedetomidine (300 nM) and Phenoxybenzamine hydrochloride. Phenoxybenzamine hydrochloride (0.1-100 μM) inhibits glioma proliferation, migration, and invasion and suppresses the tumorigenesis capacity. Phenoxybenzamine hydrochloride also inhibits self-renewal of glioma stem-like cells. Phenoxybenzamine hydrochloride activates LINGO-1 and inhibits the TrkB-Akt pathway. Phenoxybenzamine hydrochloride (0.1 μM-1 mM) preserves primary neurons within the CA1, CA3 and dentate gyrus and produces a robust neuroprotective effect, and prevents neuronal death from OGD in all regions of the hippocampus when delivered at 2, 4, and 8 h post-OGD at 100 μM.

體內(nèi)研究

Phenoxybenzamine hydrochloride (20 nM, s.c.) effectively suppresses the tumorigenesis of glioma cells in mice and the cell density in Phenoxybenzamine hydrochloride-U87MG xenografts decreases significantly. Phenoxybenzamine hydrochloride (1 mg/kg, i.v.) treated rats shows significant improvements in NSS and foot fault scoring.

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