马来酸甲麦角新碱

马来酸甲麦角新碱用途

Methylergometrine maleate (Methylergonovine maleate) 是一种麦角生物碱,是一种具有血管收缩和子宫收缩作用的 Methysergide 的活性代谢产物。Methylergometrine maleate 是一种有效的,选择性的,具有口服活性的 5-HT 受体拮抗剂,pA2 值为 9.6。Methylergometrine maleate 具有抗偏头痛和多巴胺能活性,可用于预防和控制产后出血。

马来酸甲麦角新碱名称

[ CAS 号 ]:
57432-61-8

[ 中文名 ]:
马来酸甲麦角新碱

[ 英文名 ]:
Methylergometrine maleate

[中文别名 ]:

马来酸甲基麦角新碱

[英文别名 ]:

马来酸甲麦角新碱生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 神经疾病

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 5-HT受体

信号通路 >> 神经信号通路 >> 5-HT受体

[ 靶点 ]

serotonin:9.6 nM (pA2)

[体外研究]

甲基麦角新碱和甲硫精苷均能使5-HT的浓度-反应曲线向右移动,抑制最大效应,表现为5-HT的非竞争性拮抗剂。由于计算出的表观pA2值分别为9.6和8.0,甲基麦角新碱作为5-HT诱导反应的拮抗剂的效力大约是甲基硫精的40倍[3]。

[体内研究]

甲基麦角新碱对牛大脑中动脉和人冠状动脉的血管收缩作用强于甲基硫精,对5-HT1B受体有影响。亚急性口服给药会导致甲硫精代谢为甲基麦角新碱[2]。

[参考文献]

[1]. Meneghetti F, et al. Crystallographic and NMR Investigation of Ergometrine and Methylergometrine, Two Alkaloids from Claviceps purpurea. Molecules. 2020 Jan 14;25(2). pii: E331.

[2]. Koehler PJ, et al. History of methysergide in migraine. Cephalalgia. 2008 Nov;28(11):1126-35.

[3]. Tfelt-Hansen P, et al. Methylergometrine antagonizes 5 HT in the temporal artery. Eur J Clin Pharmacol. 1987;33(1):77-9.

马来酸甲麦角新碱物理化学性质

[ 密度 ]:
1.2744 (rough estimate)

[ 沸点 ]:
638.4ºC at 760mmHg

[ 熔点 ]:
172ºC (dec)

[ 分子式 ]:
C₂₄H₂₉N₃O₆

[ 分子量 ]:
455.50400

[ 精确质量 ]:
455.20600

[ PSA ]:
142.96000

[ LogP ]:
1.96530

[ 外观性状 ]:
white

[ 折射率 ]:
1.6500 (estimate)

[ 储存条件 ]:
-20°C Freezer

[ 水溶解性 ]:
H2O: 25 mg/mL

马来酸甲麦角新碱MSDS

详细MSDS(安全技术说明书)

马来酸甲麦角新碱毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KE5500000

CAS REGISTRY NUMBER :: 57432-61-8

LAST UPDATED :: 199509

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C20-H25-N3-O2.C4-H4-O4

MOLECULAR WEIGHT :: 455.56

WISWESSER LINE NOTATION :: T C6656 1A P GN LM CUTT&&J EVMY2&1Q G1 &OV1U1VO 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 93 mg/kg

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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 23 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 187 mg/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6 mg/kg

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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 85 mg/kg

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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 2600 ug/kg

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

DOSE :: 4 ug/kg

SEX/DURATION :: female 36 week(s) after conception

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina Reproductive - Specific Developmental Abnormalities - cardiovascular (circulatory) system

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 10 nmol/L

REFERENCE :: TCMUD8 Teratogenesis, Carcinogenesis, and Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1980- Volume(issue)/page/year: 8,169,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5464 No. of Facilities: 98 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 1396 (estimated) No. of Female Employees: 807 (estimated)

马来酸甲麦角新碱安全信息

[ 符号 ]:

GHS06, GHS08

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301 + H311 + H331-H361

[ 警示性声明 ]:
Missing Phrase - N15.00950417-P261-P280-P302 + P352 + P312-P304 + P340 + P312-P403 + P233

[ 危害码 (欧洲) ]:
T

[ 风险声明 (欧洲) ]:
R23/24/25;R62

[ 安全声明 (欧洲) ]:
S36/37/39-S45

[ 危险品运输编码 ]:
UN 1544

[ WGK德国 ]:
3

[ RTECS号 ]:
KE5500000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

马来酸甲麦角新碱文献

Methylergometrine: adverse effects in breastfed infants.

Prescrire Int. 23(148) , 102, (2014)

[Reflections of an expert committee of the French Society of Cardiology on the use of methylergometrine maleate (Methergin) for the detection of abnormal coronary vasomotricity].

Arch. Mal. Coeur Vaiss. 88(2) , 247-53, (1995)

Oral methylergonovine maleate for refractory migraine and cluster headache prevention.

Headache 53(2) , 378-81, (2013)

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