CAS 51-56-9|Homatropine (Bromide)
| Common Name | Homatropine (Bromide) | ||
|---|---|---|---|
| CAS Number | 51-56-9 | Molecular Weight | 356.25500 |
| Density | 1.21g/cm3 | Boiling Point | 434.9ºC at 760 mmHg |
| Molecular Formula | C16H22BrNO3 | Melting Point | 214-217 °C |
| MSDS | / | Flash Point | 216.8ºC |
Names
| Name | alpha-Hydroxybenzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester hydrobromide |
|---|---|
| Synonym | More Synonyms |
Homatropine (Bromide) BiologicalActivity
| Description | Homatropine Bromide is muscarinic AChR antagonist that is an anticholinergic medication.Target: mAChRHomatropine is an anticholinergic medication that is an antagonist at muscarinic acetylcholine receptors and thus the parasympathetic nervous system. Homatropine (20 μM) alone produces a dose ratio of 259 in atrium from guinea-pigs. Homatropine (20 μM) produces a dose ratio of only 95.0 when combined with hexamethonium in atrium from guinea-pigs [1]. Homatropine has similar affinities for muscarinic receptors in stomach (pA2 = 7.13) and for those in atria mediating force (pA2 = 7.21) and rate (pA2 = 7.07) responses [2]. Homatropine [14C]methylbromide administrated rectal achieves higher and rapid peak plasma concentrations than by the other routes in rats whether HMB-14C is administered in a water-soluble suppository base or in aqueous solution, retained 28% of the 14C has been excreted in the urine while 56% remained in the large intestine after 12 hours. Unlabelled Homatropine methylbromide, given in rectal suppositories to anaesthetized rats, causes prompt blockade of the effects of vagal stimulation on pulse rate and of intravenous acetylcholine on blood pressure [3]. |
|---|---|
| Related Catalog | Signaling Pathways >>GPCR/G Protein >>mAChRSignaling Pathways >>Neuronal Signaling >>mAChRResearch Areas >>Neurological Disease |
| References | [1]. Leung, E. and F. Mitchelson, Modification by hexamethonium of the muscarinic receptors blocking activity of pancuronium and homatropine in isolated tissues of the guinea-pig. Eur J Pharmacol, 1982. 80(1): p. 11-7. [2]. Gilani, S.A. and L.B. Cobbin, Interaction of himbacine with carbachol at muscarinic receptors of heart and smooth muscle. Arch Int Pharmacodyn Ther, 1987. 290(1): p. 46-53. [3]. Cramer, M.B., L.A. Cates, and D.E. Clarke, Rectal absorption of homatropine [14C]methylbromide in the rat. J Pharm Pharmacol, 1978. 30(5): p. 284-6. |
Chemical & Physical Properties
| Density | 1.21g/cm3 |
|---|---|
| Boiling Point | 434.9ºC at 760 mmHg |
| Melting Point | 214-217 °C |
| Molecular Formula | C16H22BrNO3 |
| Molecular Weight | 356.25500 |
| Flash Point | 216.8ºC |
| Exact Mass | 355.07800 |
| PSA | 49.77000 |
| LogP | 2.78440 |
| InChIKey | DWSGTFTVBLXELC-MOTQWOLNSA-N |
| SMILES | Br.CN1C2CCC1CC(OC(=O)C(O)c1ccccc1)C2 |
| Water Solubility | soluble |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 154 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,789,1982
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 107 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 96,1,1949 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M4753 No. of Facilities: 86 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 3286 (estimated) No. of Female Employees: 2698 (estimated)
Safety Information
| Hazard Codes | T:Toxic; |
|---|---|
| Risk Phrases | R23/24/25 |
| Safety Phrases | S45-S24/25-S22 |
| RIDADR | 1544 |
| RTECS | YM5602000 |
| Packaging Group | I; II; III |
| Hazard Class | 6.1 |
| HS Code | 2933990090 |
Customs
| HS Code | 2933990090 |
|---|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles25
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| Efficacy of tropicamide, homatropine, cyclopentolate, atropine and hyoscine as mydriatics in Angora goats. N. Z. Vet. J. 59(6) , 328-31, (2011) To document the efficacy of five commercially available mydriatics for their potential for diagnostic and therapeutic use in Angora goats.Over 8 weeks, the mydriatic effects of 1% tropicamide, 2% homa... | |
| Is homatropine 5% effective in reducing pain associated with corneal abrasion when compared with placebo? A randomized controlled trial. Emerg. Med. Australas. 22(6) , 507-13, (2010) To compare the change in visual analogue scale (VAS) pain ratings over 24 h following mechanical corneal abrasion between patients receiving sixth hourly drops of either 5% homatropine or placebo.A tr... |
Synonyms
| EINECS 200-105-3 |
| α-Hydroxybenzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester hydrobromide |
| Homatropine hydrobromide |
| DL-Homatropine hydrobromide |
| (1R,3r,5S)-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetate hydrobromide |
| endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetate hydrobromide |
| MFCD00012676 |
| Homatropine (Bromide) |
