(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl hydroxy(phenyl)acetate
Homatropine Methylbromide
CAS: 80-49-9
Molecular Formula: C17H24BrNO3
(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl hydroxy(phenyl)acetate - Names and Identifiers
| Name | Homatropine Methylbromide |
| Synonyms | ESOPIN HOMOLONE ARKITROPIN homatropine methobromide Homatropine Methylbromide Homatropine methyl bromide HOMATROPINE METHYL BROMIDE dl-homatropine methyl bromide 8-METHYLHOMATROPINIUM BROMIDE DL-HOMATROPINE METHYL BROMIDE N-METHYLHOMATROPINIUM BROMIDE N-methylhomatropinium bromide TROPINIUM METHOBROMIDE MANDELATE (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl hydroxy(phenyl)acetate 3-{[hydroxy(phenyl)acetyl]oxy}-8,8-dimethyl-8-azoniabicyclo[3.2.1]octane bromide |
| CAS | 80-49-9 |
| EINECS | 201-284-0 |
| InChI | InChI=1/C16H21NO3/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11/h2-6,12-15,18H,7-10H2,1H3/t12-,13+,14+,15? |
(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl hydroxy(phenyl)acetate - Physico-chemical Properties
| Molecular Formula | C17H24BrNO3 |
| Molar Mass | 370.28 |
| Density | 1.21g/cm3 |
| Melting Point | 192°C |
| Boling Point | 403.3°C at 760 mmHg |
| Flash Point | 197.7°C |
| Solubility | Freely soluble in water, soluble in ethanol 96 per cent |
| Vapor Presure | 3.15E-07mmHg at 25°C |
| Appearance | neat |
| Color | White to Off-White |
| Merck | 14,4730 |
| Storage Condition | -20°C Freezer |
| Refractive Index | 1.588 |
| In vitro study | Homatropine (20 μm) alone produced 259 dose ratios in guinea pig atria. The combination of Homatropine (20 μm) with hexamethonium produced only 95.0 dose ratios in guinea pig atria. Homatropine has a similar affinity for muscarinic receptors in the stomach (pA2 = 7.13) and modulates the power (pA2 = 7.21) and ratio (pA2 = 7.07) responses in the atria. sup> [3] |
| In vivo study | Homatropine (20 mg/kg) protected rats from dichlorvos intoxication with a survival rate of 30% and a time to death ranging from 4 to 12 minutes, while Homatropine (10 mg/kg) it has no effect on preventing death. In rats, Homatropine [ |
(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl hydroxy(phenyl)acetate - Risk and Safety
| Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| UN IDs | 1544 |
| WGK Germany | 3 |
| RTECS | MS9000000 |
| HS Code | 29399990 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 in mice (mg/kg): 1400 orally, 60 i.p. (Cahen, Tvede) |
(3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl hydroxy(phenyl)acetate - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Houmatin | Houmatin is the phenylhydroxyacetate of atropine. It is an anticholinergic drug that has the effect of blocking acetylcholine, causing pupil sphincter and ciliary muscle paralysis and causing mydriasis and regulating paralysis. Its effect and toxicity are similar to atropine, but it is weak. Its ability to block cholinergic nerves, only 1/10 of atropine. The duration of mydriasis and paralysis regulation is much shorter than that of atropine (both 1-2 days, while atropine is as long as 7-10 days and 8-12 days respectively), and the adverse reactions are mild, and there is no side effect of inhibiting secretion to make the throat feel dry. Therefore, it is more convenient for mydriatic examination of fundus and optometry, and it is often used to drip eyes with 1 ~ 2% solution. Clinically, its drops are generally used for ophthalmic examination. When dropping eyes, the inner canthus should be pressed to prevent the drug from flowing into the nasal cavity and absorbing poisoning. Glaucoma patients should not be used. |
| biological activity | Homatropine Methylbromide is a muscarinic receptor AChR antagonist that inhibits WKY-E and SHR-E. IC50 is 162.5 nM and 170.3 nM respectively. |
| Target | Value |
| mAChR (WKY-E) | 162.5 nM |
| mAChR (SHR-E) | 170.3 nM |
| use | Homatropine methylbromide or Methylhomatropine bromide is a quaternary ammonium salt of methylhomatropine. Methylhomatropine is a peripherally acting anticholinergic medication that inhibits muscarini c acetylcholine receptors and thus the parasympathetic nervous system. Methylhomatropine does not cross the blood holmium rain barrier. Methylhomatropine is used, in addition to papaverine, as component of m ild drugs that help "flush" the bile. |
Last Update：2024-04-10 22:29:15
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