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| | Dextromethorphan hydrobromide monohydrate Basic information |
| Product Name: | Dextromethorphan hydrobromide monohydrate | | Synonyms: | Dextromethorphan Hydrobromide dextrorotation;dextromethorphansigmareference*standard;DMHM;(9α,13α,14α)-3-Methoxy-17-MethylMorphinan HydrobroMide Hydrate;3-Methoxy-17-Methyl-9α,13α,14α-Morphinan HydrobroMide Hydrate;d-3-Methoxy-N-MethylMorphinan HydrobroMide Monohydrate;DextroMethorphan hydrobroMide:Monohydrat;Morphinan,3-Methoxy-17-Methyl-, hydrobroMide, hydrate (1:1:1), (9a,13a,14a)- | | CAS: | 6700-34-1 | | MF: | C18H28BrNO2 | | MW: | 370.33 | | EINECS: | 629-741-3 | | Product Categories: | Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Other APIs | | Mol File: | 6700-34-1.mol |  |
| | Dextromethorphan hydrobromide monohydrate Chemical Properties |
| Melting point | 116-119°C | | alpha | [α]D25 +26～+30° (c=1.85, H2O) | | Fp | 11 °C | | storage temp. | Store at RT | | solubility | Sparingly soluble in water, freely soluble in ethanol (96 per cent). | | form | solid | | color | White to Off-White | | PH | pH (10g/l, 25℃) : 5.2～6.5 | | BRN | 6453793 | | InChI | InChI=1/C18H25NO.BrH.H2O/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18;;/h6-7,12,15,17H,3-5,8-11H2,1-2H3;1H;1H2/t15-,17+,18+;;/s3 | | InChIKey | QYPSYPPSHXDFLV-UHFFFAOYSA-N | | SMILES | O(C1C=CC2C[C@]3([H])N(C)CC[C@]4(CCCC[C@@]43[H])C=2C=1)C.Br.O |&1:6,12,17,r| | | LogP | 1.351 (est) | | CAS DataBase Reference | 6700-34-1(CAS DataBase Reference) |
| Hazard Codes | F,T | | Risk Statements | 11-23/24/25-39/23/24/25 | | Safety Statements | 7-16-36/37-45 | | WGK Germany | 3 | | HS Code | 3822000002 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Aquatic Chronic 2 |
| | Dextromethorphan hydrobromide monohydrate Usage And Synthesis |
| Description | Dextromethorphan (DXM) is a dextratrorotatory morphinan with structural similarity to levorphanol, codeine, and morphine. Because of its strong antitussive effects, dextromethorphan is widely used as a cough suppressant. However, it does not provoke opioid activity as is characteristic of several other morphine derivatives. DXM binds to and inhibits NMDA (IC50 = 0.55 μM) and nicotinic receptors (IC50s = 0.7-3.9 μM) and blocks receptor-gated and voltage-gated calcium channels (IC50 = 60 μM) and voltage-gated sodium channels (IC50 = 78 μM). DXM has been used in multimodal analgesic therapies for acute and neuropathic pain. | | Chemical Properties | White Solid | | Uses | An antitussive drug. Orally active synthetic morphine analog. Analgesic (narcotic). Racemethorphan and levomethorpham are controlled substances (opiates). | | Uses | Antitussive;Opioid ligand | | Definition | ChEBI: Dextromethorphan hydrobromide is the hydrobromide and monohydrate of the antitussive drug dextromethorphan. It is a hydrate and a hydrobromide. It contains a dextromethorphan. | | Brand name | Benylin DM
(Parke-Davis); Dextromethorphan Hydrobromide OROS
Tablets (Ciba-Geigy); Drixoral Cough (Schering-Plough HealthCare); PediaCare 1 (McNeil Consumer); Romilar
(Hoffmann-LaRoche-International); St. Joseph Cough Syrup
(Schering-Plough HealthCare). | | Biological Activity | Non-competitive, low affinity NMDA receptor antagonist. Antitussive, anticonvulsive and neuroprotective agent. | | Toxics Screening Level | The Initial Threshold Screening Level (ITSL) is 0.4 μg/m3 annual average. | | References | [1] DONALD C. BOLSER. Antitussive effects of GABAB agonists in the cat and guinea-pig[J]. British Journal of Pharmacology, 1993, 110 1: 491-495. DOI: 10.1111/j.1476-5381.1993.tb13837.x
[2] HASSAN JAMALI Azhdar H. Effect of dextromethorphan/quinidine on pentylenetetrazole- induced clonic and tonic seizure thresholds in mice[J]. Neuroscience Letters, 2020, 729: Article 134988. DOI: 10.1016/j.neulet.2020.134988
[3] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[4] CHULATHIDA CHOMCHAI Boonying M. Stimulant methamphetamine and dextromethorphan use among Thai adolescents: implications for health of women and children.[J]. Journal of Medical Toxicology, 2012: 291-294. DOI: 10.1007/s13181-012-0228-0 |
| | Dextromethorphan hydrobromide monohydrate Preparation Products And Raw materials |
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