Pharmaceutical Intermediates Dxm CAS: 125-69-9 Dextromethorphan Hydrobromide

Dextromethorphan Hydrobromide CAS : 125-69-9

Product Name	Dextromethorphan Hydrobromide
Synonyms	Dextromethorphan maleate HBR; dextromethorphan HBR;  (9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan hydrobromide; 3-methoxy-17-methylmorphinan hydrobromide;  (9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan hydrobromide hydrate;  Destromethorphan hydrobromide
Molecular Formula	C18H28BrNO2
Molecular Weight	370.3244
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+;;/m1../s1
CAS Registry Number	125-69-9
EINECS	204-750-1
Boiling point	486.1°C at 760 mmHg
Flash point	247.8°C
Vapour Pressure	2.92E-10mmHg at 25°C
Assay	99%
Appearance	White or white crystalline powder

 
 
Description:
 
Dextromethorphan (DXM or DM) is an antitussive (cough suppressant) drug. It is one of the active
 ingredients in many over-the-counter cold and cough medicines,
 including generic labels and store brands, Benylin DM, Mucinex DM, Robitussin, NyQuil, Dimetapp,
 Vicks, Coricidin, Delsym, TheraFlu, and others. Dextromethorphan has also found other uses in
 medicine, ranging from pain relief to psychological applications. It is sold in syrup, tablet, spray, and
 lozenge forms. In its pure form, dextromethorphan occurs as a white powder.
 
DXM is also used recreationally. When exceeding label-specified maximum dosages,
 dextromethorphan acts as a dissociative hallucinogen. Its mechanism of action is via multiple effects,
 including actions as a nonselective serotonin reuptake inhibitor and a sigma-1 receptor agonist.
DXM and its major metabolite, dextrorphan, also acts as an NMDA receptor antagonist at high doses,
 which produces effects similar to, yet distinct from, the dissociative states created by other dissociative
 anaesthetics such as ketamine and phencyclidine. As well, the metabolite 3-methoxymorphinan
 of dextrorphan (thus a second-level metabolite of DXM) produces local anesthetic effects
 in rats with potency above dextrorphan, but below that of DXM.
 
 
Medical use
 
Generic Dextromethorphan syrup.
The primary use of dextromethorphan is as a cough suppressant, for the temporary relief of cough
 caused by minor throat and bronchial irritation (such as commonly accompanies the flu and common
 cold), as well as those resulting from inhaled particle irritants.
 
A 2004 study showed that dextromethorphan was no more effective for children than a placebo.Studies
 conducted by the American Academy of Pediatrics show that dextromethorphan is not superior to a
 placebo in providing nocturnal symptom relief for children with cough and sleep difficulty due to upper
 respiratory infections.
 
A combination of dextromethorphan and quinidine, a CYP2D6 inhibitor, has been shown to alleviate
 symptoms of easy laughing and crying (pseudobulbar affect) in patients with amyotrophic lateral
 sclerosis and multiple sclerosis.Dextromethorphan is also being investigated as a possible treatment for
 neuropathic pain and pain associated with fibromyalgia.In 2010, the FDA approved the combination
 product dextromethorphan/quinidine (Nuedexta) for the treatment of pseudobulbar affect (PBA).
 
Dextromethorphan has been shown to be effective in treating opioid withdrawal. At doses of 2 mg/kg in
 rats all signs of opioid withdrawal were eliminated.


COA: 

TEST		SPECIFICATION	TEST RESULT
Apperance		Practically white crystal or  crystalline powder	White crystalline powder
Identification	A. FT-IR	The sample spectrum correspond to  that of the reference standard	Conforms
	B. UV	Not more than 3.0% difference of  RS(on anhydrous basis)	1.4%
	C. Bromide Test	Yellow white precipitate formed	Conforms
Specific rotation A		1.8W/V in water:Not more than 1.0% difference of RS At 325nm and 25ºC(on anhydrous basis)	0.23%
Specific rotation B		2.0%w/V in 0.1M HCl: +28ºCTO +30ºC  at 589nm and 20ºC(on anhydrous basis)	+28.2ºC
Clarity of solution		5.0%w/V in alcohol:Clear and colorless	Conforms
pH		5.2-6.5(1 in 100 water solution)	6.1
Acidity or Alkalinity		Not more than 0.4ml of 0.01M  HCLconsumed	0.24ml
Water(by KF Titration)		4.0%-5.5%	5.0%
Relates substances (by HPLC;pH;Eur)		a)For each of impurities A,B,C,D  not more than 0.5%	Impurities A,B,C,D; Not  detected.
		b)Among impurities A,B,C,D not more than  one greater than 0.25%	0
		C)For each of unspecified impurities, not more than0.10%	<0.05%
		d)Total impurities not more than 1.0%	<0.05%
Residue on Ignition		Not  more  than 1.0%	0.05%
N,N-Dimethylaniline		Not more than 0.001%	Conforms
Phenolic compounds		No blue-green color develops	Conforms
Assay A (by HPLC)		98.0%~102.0%(on anhydrous basis)	100.0%
Assay B(by titration)		99.0%~101.0%(on anhydrous basis)	100.4%
Residual solvents		Methanol≤3000ppm   Toluene≤890ppm   Acetone≤5000ppm	52ppm   0.8ppm   2ppm
Storage		Preserve in tight containers;protected from light	Conforms
Compliance Statement		USP35/EP7