CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Solid |
|---|---|
| Color/Form | Plates or needles |
| Melting Point | 162 °C |
| Solubility | 2.68 mg/mL at 25 °C |
| LogP | 0.9 |
| Stability/Shelf Life | Ergonovine maleate darkens with age and on exposure to light. |
| Optical Rotation | Specific optical rotation: 190 deg at 20 °C/D; -16 deg at 20 °C/D (c = 1 in pyridine) |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/. |
| Dissociation Constants | 6.8 |
| Other Experimental Properties | ERGONOVINE & ITS DERIV UPON HYDROLYSIS YIELD LYSERGIC ACID & AMINE; THEY ARE DESIGNATED AS AMINE ALKALOIDS |
COMPUTED DESCRIPTORS
| Molecular Weight | 325.4 g/mol |
|---|---|
| XLogP3 | 1.8 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 325.17902698 g/mol |
| Monoisotopic Mass | 325.17902698 g/mol |
| Topological Polar Surface Area | 68.4 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 535 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Ergometrine is a monocarboxylic acid amide that is lysergamide in which one of the hydrogens attached to the amide nitrogen is substituted by a 1-hydroxypropan-2-yl group (S-configuration). An ergot alkaloid that has a particularly powerful action on the uterus, its maleate (and formerly tartrate) salt is used in the active management of the third stage of labour, and to prevent or treat postpartum of postabortal haemorrhage caused by uterine atony: by maintaining uterine contraction and tone, blood vessels in the uterine wall are compressed and blood flow reduced. It has a role as an oxytocic, a diagnostic agent, a toxin and a fungal metabolite. It is an ergot alkaloid, a monocarboxylic acid amide, a primary alcohol, a tertiary amino compound, an organic heterotetracyclic compound and a secondary amino compound. It derives from a hydride of an ergoline.