半胆碱-3

半胆碱-3用途

半胆碱3是高亲和力胆碱转运体(HACU)的竞争性抑制剂,Ki值为25 nM。半胆碱3,一种抑制乙酰胆碱(ACh)合成和释放的神经肌肉阻断剂[1]。半胆碱3抑制依哌替丁诱发的收缩和[3H]乙酰胆碱释放,IC50分别为897 nM和693 nM[2]。

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半胆碱-3名称

[ CAS 号 ]:
312-45-8

[ 中文名 ]:
半胆碱基-3

[ 英文名 ]:
Hemicholinium 3

[英文别名 ]:

Hemicholinium dibromide
HC-3
HEMICHOLINIUM 3
EINECS 206-227-3
Hemicholinium 3 dibromide
Hemicholinium bromide
Hemicholinium-3 bromide
Hemicholinium-3
MFCD00011978
hemicholinium

半胆碱-3生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 神经疾病

信号通路 >> 神经信号通路 >> 疼痛

[体外研究]

半胆碱3(HC-3)抑制肌间神经元突触前烟碱乙酰胆碱受体。HC-3抑制豚鼠纵向肌条制备中肌间神经元末端区域的NACHR[2]。半胆碱3(HC-3)抑制NCI-H69细胞[3H]胆碱摄取,Ki值为13.3μM[3]。HC-3(1 mM)显著抑制NCI-H69细胞的细胞活力并增加caspase-3/7活性[3]。半胆碱3(半胆碱-3)抑制钠依赖性高亲和力胆碱摄取(IC50=18 nM)[4]。体内：细胞活力测定[3]细胞系：人小细胞肺癌细胞系NCI-H69浓度：1mm孵育时间：每天添加2天。结果：明显抑制细胞活力。

[体内研究]

半胆碱-3损害空间学习。HC-3(2.5,5.0μg/大鼠/ICV；训练前1小时)剂量依赖性地损害空间学习[5]。

[参考文献]

[1]. PATRICE GUYENET, et al. Inhibition by Hemicholinium-3 of [¹⁴C] Acetylcholine Synthesis and [³H] Choline High-Affinity Uptake in Rat Striatal Synaptosomes.Molecular Pharmacology September 1973, 9 (5) 630-639.

[2]. Péter Mandl, et al. Inhibitory effect of hemicholinium-3 on presynaptic nicotinic acetylcholine receptors located on the terminal region of myenteric motoneurons. Neurochem Int. 2006 Sep;49(4):327-33.

[3]. Masato Inazu, et al. Functional expression of choline transporter-like protein 1 (CTL1) in small cell lung carcinoma cells: a target molecule for lung cancer therapy. Pharmacol Res. 2013 Oct;76:119-31.

[4]. T K Chatterjee, et al. Methylpiperidine analog of hemicholinium-3: a selective, high affinity non-competitive inhibitor of sodium dependent choline uptake system. Eur J Pharmacol. 1988 May 10;149(3):241-8.

[5]. J J Hagan, et al. Hemicholinium-3 impairs spatial learning and the deficit is reversed by cholinomimetics. Psychopharmacology (Berl). 1989;98(3):347-56.

半胆碱-3物理化学性质

[ 熔点 ]:
180 °C

[ 分子式 ]:
C₂₄H₃₄Br₂N₂O₄

[ 分子量 ]:
574.35

[ 精确质量 ]:
572.08900

[ PSA ]:
58.92000

[ 外观性状 ]:
淡黄色固体

[ 储存条件 ]:
室温

半胆碱-3MSDS

详细MSDS(安全技术说明书)

半胆碱-3毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QF2450000

CHEMICAL NAME :: Morpholinium, 2,2'-(4,4'-biphenylylene)bis(2-hydroxy-4,4-dimethyl-, dibromide

CAS REGISTRY NUMBER :: 312-45-8

LAST UPDATED :: 199701

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C24-H34-N2-O4.2Br

MOLECULAR WEIGHT :: 574.42

WISWESSER LINE NOTATION :: T6K DOTJ A1 A1 CQ CR DR D- CT6K DOTJ A1 A1 CQ &Q 2 &E

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 160 ug/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: EJPHAZ European Journal of Pharmacology. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1967- Volume(issue)/page/year: 33,145,1975

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 450 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: IRNEAE International Review of Neurobiology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 2,77,1960

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 46 ug/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea

REFERENCE :: EJPHAZ European Journal of Pharmacology. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1967- Volume(issue)/page/year: 33,145,1975

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 150 ug/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 152,253,1964

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 80 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 27,666,1974

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 15 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: IRNEAE International Review of Neurobiology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 2,77,1960

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 750 ug/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: JMPCAS Journal of Medicinal and Pharmaceutical Chemistry. (Washington, DC) V.1-5, 1959-62. For publisher information, see JMCMAR. Volume(issue)/page/year: 4,505,1961

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: 300 ug/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: JMPCAS Journal of Medicinal and Pharmaceutical Chemistry. (Washington, DC) V.1-5, 1959-62. For publisher information, see JMCMAR. Volume(issue)/page/year: 4,505,1961

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 250 ug/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - tremor Lungs, Thorax, or Respiration - respiratory depression

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 119,20,1959

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 300 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: IRNEAE International Review of Neurobiology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 2,77,1960

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半胆碱-3安全信息

[ 符号 ]:

GHS06

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301 + H311 + H331-H315-H319-H335

[ 警示性声明 ]:
P261-P280-P301 + P310-P305 + P351 + P338-P311

[ 个人防护装备 ]:
Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges

[ 危害码 (欧洲) ]:
T: Toxic;

[ 风险声明 (欧洲) ]:
23/24/25-36/37/38

[ 安全声明 (欧洲) ]:
S26;S45;S36/S37/S39

[ 危险品运输编码 ]:
UN 2811 6.1/PG 2

[ RTECS号 ]:
QF2450000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

半胆碱-3合成路线

详细合成路线

半胆碱-3上下游产品

半胆碱-3上游产品

半胆碱-3下游产品

半胆碱-3文献

Identification and characterization of ML352: a novel, noncompetitive inhibitor of the presynaptic choline transporter.

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The high-affinity choline transporter (CHT) is the rate-limiting determinant of acetylcholine (ACh) synthesis, yet the transporter remains a largely undeveloped target for the detection and manipulati...

Transient Receptor Potential Channel Opening Releases Endogenous Acetylcholine, which Contributes to Endothelium-Dependent Relaxation Induced by Mild Hypothermia in Spontaneously Hypertensive Rat but Not Wistar-Kyoto Rat Arteries.

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Mild hypothermia causes endothelium-dependent relaxations, which are reduced by the muscarinic receptor antagonist atropine. The present study investigated whether endothelial endogenous acetylcholine...

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Metformin is the frontline therapy for type II diabetes mellitus. The oral bioavailability of metformin is unexpectedly high, between 40 and 60%, given its hydrophilicity and positive charge at all ph...

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