113-42-8

113-42-8 structure

Name: Methylergometrine
Chemical Name: Methylergometrine maleate,[8β(S)]-9,10-Didehydro-N-[1-(hydroxymethyl)propyl]-6-methylergoline-8-carboxamidemaleate
CAS Number: 113-42-8
Molecular Formula: C₂₀H₂₅N₃O₂
Molecular Weight: 339.431
Catalog: API Hormone and endocrine-regulating drugs Pituitary hormone
Create Date: 2018-03-05 08:00:00
Modify Date: 2025-08-23 03:45:02
Methylergometrine (Methylergonovine) is an orally active 5-HT2B ligand agonist. Methylergometrine can be used as oxytocin and has protective effect on postpartum hemorrhage[1][2][3].

Name	Methylergometrine maleate,[8β(S)]-9,10-Didehydro-N-[1-(hydroxymethyl)propyl]-6-methylergoline-8-carboxamidemaleate
Synonyms	Methylergobasine D-Lysergic acid-(+)-butanolamide-(2) (8β)-N-[(2S)-1-Hydroxybutan-2-yl]-6-methyl-9,10-didehydroergoline-8-carboxamide Methylergometrin [8b(S)]-9,10-Didehydro-N-[1-(hydroxymethyl)propyl]-6-methylergoline-8-carboxamide methylergometrine N-[a-(Hydroxymethyl)propyl]-D-Iysergamide Methylergobrevin EINECS 204-027-0 (8β)-N-[(2S)-1-Hydroxy-2-butanyl]-6-methyl-9,10-didehydroergoline-8-carboxamide D-Lysergic Acid (+)-Butanolamide-(2) (8β)-N-[(1S)-1-(hydroxymethyl)propyl]-6-methyl-9,10-didehydroergoline-8-carboxamide Prestwick_727 Methylergonovine Ergoline-8-carboxamide, 9,10-didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-6-methyl-, (8β)-

Description	Methylergometrine (Methylergonovine) is an orally active 5-HT2B ligand agonist. Methylergometrine can be used as oxytocin and has protective effect on postpartum hemorrhage[1][2][3].
Related Catalog	Research Areas >> Endocrinology Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor
Target	5-HT2B Receptor
References	[1]. Hajjo R, et al. Development, validation, and use of quantitative structure-activity relationship models of 5-hydroxytryptamine (2B) receptor ligands to identify novel receptor binders and putative valvulopathic compounds among common drugs. J Med Chem. 2010 Nov 11;53(21):7573-86. [2]. Svanström MC, et al. Signs of myocardial ischaemia after injection of oxytocin: a randomized double-blind comparison of oxytocin and methylergometrine during Caesarean section. Br J Anaesth. 2008 May;100(5):683-9. [3]. Amant F, et al. Misoprostol compared with methylergometrine for the prevention of postpartum haemorrhage: a double-blind randomised trial. Br J Obstet Gynaecol. 1999 Oct;106(10):1066-70.

Density	1.3±0.1 g/cm3
Boiling Point	638.4±55.0 °C at 760 mmHg
Melting Point	172ºC
Molecular Formula	C₂₀H₂₅N₃O₂
Molecular Weight	339.431
Flash Point	339.9±31.5 °C
Exact Mass	339.194672
PSA	68.36000
LogP	1.67
Vapour Pressure	0.0±2.0 mmHg at 25°C
Index of Refraction	1.665

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KE5425000

CHEMICAL NAME :: Ergoline-8-beta-carboxamide, 9,10-didehydro-N-((S)-1-(hydroxymethyl)propyl)-6-meth yl-

CAS REGISTRY NUMBER :: 113-42-8

LAST UPDATED :: 199509

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C20-H25-N3-O2

MOLECULAR WEIGHT :: 339.48

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

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

REFERENCE :: 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,163,1973

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

REFERENCE :: 27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,100,1972

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

REFERENCE :: 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,163,1973

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

REFERENCE :: 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,163,1973

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 64 mg/kg

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

REFERENCE :: PLRCAT Pharmacological Research Communications. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1969- Volume(issue)/page/year: 9,299,1977

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

REFERENCE :: 27ZIAQ "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973 Volume(issue)/page/year: -,163,1973 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 10 mg/kg

SEX/DURATION :: female 12-21 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: AJPHAP American Journal of Physiology. (American Physiological Soc., 9650 Rockville Pike, Bethesda, MD 20814) V.1- 1898- Volume(issue)/page/year: 180,296,1955 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4271 No. of Facilities: 17 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 295 (estimated) No. of Female Employees: 243 (estimated)

29477-88-1

113-42-8

Literature: Collection of Czechoslovak Chemical Communications, , vol. 22, p. 1866,1868,1871 Helvetica Chimica Acta, , vol. 26, p. 944,947 Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 251, p. 155,160 Collection of Czechoslovak Chemical Communications, , vol. 21, p. 382,386

29477-89-2

113-42-8

Literature: Collection of Czechoslovak Chemical Communications, , vol. 22, p. 1866,1868,1871

100-46-9

29477-89-2

29477-88-1

113-42-8

Detail

Literature: Collection of Czechoslovak Chemical Communications, , vol. 22, p. 1866,1868,1871

Precursor 3
29477-88-1 29477-89-2 100-46-9
DownStream 0

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