{"id":9342,"date":"2025-10-06T10:06:09","date_gmt":"2025-10-06T03:06:09","guid":{"rendered":"https:\/\/nhathuocngocanh.com\/bp\/?p=9342"},"modified":"2025-11-15T15:08:12","modified_gmt":"2025-11-15T08:08:12","slug":"dextropropoxyphene-hydrochloride","status":"publish","type":"post","link":"https:\/\/nhathuocngocanh.com\/bp\/dextropropoxyphene-hydrochloride\/","title":{"rendered":"Dextropropoxyphene Hydrochloride"},"content":{"rendered":"

(Ph. Eur. monograph 0713)<\/p>\n

C_{22<\/sub>H_{30<\/sub>ClNO_{2<\/sub>\u00a0 \u00a0375.9\u00a0 \u00a01639-60-7<\/p>\n}}}

Action and use<\/strong><\/p>\n

Opioid receptor agonist; analgesic.<\/p>\n

Preparation<\/strong><\/p>\n

Co-proxamol Tablets<\/p>\n

DEFINITION<\/h2>\n
(1S,2R)-1-Benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate hydrochloride.<\/p>\n
Content<\/h3>\n
98.5 per cent to 101.5 per cent (dried substance).<\/p>\n
CHARACTERS<\/h2>\n
Appearance<\/h3>\n
White or almost white, crystalline powder.<\/p>\n
Solubility<\/h3>\n
Very soluble in water, freely soluble in ethanol (96 per cent).<\/p>\n
mp<\/h3>\n
About 165 \u00b0C.<\/p>\n
IDENTIFICATION<\/h2>\n
A. Specific optical rotation (see Tests).<\/p>\n
B. Infrared absorption spectrophotometry (2.2.24).<\/p>\n
Comparison dextropropoxyphene hydrochloride CRS.<\/p>\n
C. Solution S (see Tests) gives reaction (a) of chlorides (2.3.1).<\/p>\n
TESTS<\/h2>\n
Solution S<\/h3>\n
Dissolve 1.5 g in carbon dioxide-free water R and dilute to 30 mL with the same solvent.<\/p>\n
Appearance of solution<\/h3>\n
Solution S is clear (2.2.1) and colourless (2.2.2, Method II).<\/p>\n
Acidity or alkalinity<\/h3>\n
Dilute 10 mL of solution S to 25 mL with carbon dioxide-free water R. To 10 mL of this solution add 0.1 mL of methyl red solution R and 0.2 mL of 0.01 M sodium hydroxide. The solution is yellow. Add 0.4 mL of 0.01 M hydrochloric acid. The solution is red.<\/p>\n
Specific optical rotation (2.2.7)<\/h4>\n
+ 52 to + 57.<\/p>\n
Dissolve 0.100 g in water R and dilute to 10.0 mL with the same solvent.<\/p>\n
Related substances<\/h3>\n
Liquid chromatography (2.2.29).<\/p>\n
Solvent mixture acetonitrile R, methanol R (50:50 V\/V).<\/p>\n
Test solution: Dissolve 0.100 g of the substance to be examined in the solvent mixture and dilute to 50.0 mL with the solvent mixture.<\/p>\n
Reference solution (a): Dilute 1.0 mL of the test solution to 50.0 mL with the solvent mixture. Dilute 1.0 mL of this solution to 20.0 mL with the solvent mixture.<\/p>\n
Reference solution (b): Dissolve 2 mg of dextropropoxyphene for system suitability CRS (containing impurities A, B, C and D) in 1.0 mL of the solvent mixture.<\/p>\n
Reference solution (c): Dilute 1.0 mL of toluene R to 50.0 mL with the solvent mixture. Dilute 1.0 mL of this solution to 10.0 mL with the solvent mixture.<\/p>\n
Column:<\/p>\n
\u2014 size: l = 0.15 m, \u00d8 = 4.6 mm;<\/p>\n
\u2014 stationary phase: octylsilyl silica gel for chromatography R (5 \u03bcm).<\/p>\n
Mobile phase:<\/p>\n
\u2014 mobile phase A: dissolve 2.5 g of ammonium phosphate R in water R, adjust to pH 5.6 with dilute phosphoric
\nacid R and dilute to 1000 mL with the same solvent;<\/p>\n
\u2014 mobile phase B: acetonitrile R1.<\/p>\n\n\n\n\n\n\n\n
Time
\n(min)<\/td>\n Mobile phase A
\n(per cent V\/V)<\/td>\n Mobile phase B
\n(per cent V\/V)<\/td>\n<\/tr>\n
0 – 2<\/td>\n 85<\/td>\n 15<\/td>\n<\/tr>\n
2 – 7<\/td>\n 85 \u2192 75<\/td>\n \u00a015 \u2192 25<\/td>\n<\/tr>\n
7 – 24<\/td>\n 75 \u2192 50<\/td>\n 25 \u2192 50<\/td>\n<\/tr>\n
24 – 32<\/td>\n \u00a050 \u2192 40<\/td>\n \u00a050 \u2192 60<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n
Flow rate 1.5 mL\/min.<\/p>\n
Detection: Spectrophotometer at 214 nm.<\/p>\n
Injection 10 \u03bcL.<\/p>\n
Identification of impurities: Use the chromatogram supplied with dextropropoxyphene for system suitability CRS and the chromatogram obtained with reference solution (b) to identify the peaks due to impurities A, B, C and D.<\/p>\n
Use the chromatogram obtained with reference solution (c) to identify the peak due to toluene.<\/p>\n
Relative retention: With reference to dextropropoxyphene (retention time = about 18 min): impurity A = about 0.8;
\nimpurity B = about 0.9; impurity D = about 1.1; impurity C = about 1.2.<\/p>\n
System suitability: Reference solution (b):<\/p>\n
\u2014 peak-to-valley ratio: minimum 5, where Hp = height above the baseline of the peak due to impurity D and
\nHv = height above the baseline of the lowest point of the curve separating this peak from the peak due to
\ndextropropoxyphene.<\/p>\n
Limits:<\/p>\n
\u2014 impurities A, B: for each impurity, not more than 5 times the area of the principal peak in the chromatogram
\nobtained with reference solution (a) (0.5 per cent);<\/p>\n
\u2014 impurities C, D: for each impurity, not more than twice the area of the principal peak in the chromatogram obtained with reference solution (a) (0.2 per cent);<\/p>\n
\u2014 unspecified impurities: for each impurity, not more than the area of the principal peak in the chromatogram obtained with reference solution (a) (0.10 per cent);<\/p>\n
\u2014 total: not more than 10 times the area of the principal peak in the chromatogram obtained with reference
\nsolution (a) (1.0 per cent);<\/p>\n
\u2014 disregard limit: 0.5 times the area of the principal peak in the chromatogram obtained with reference solution (a)
\n(0.05 per cent); disregard any peak due to toluene (relative retention = about 1.24).<\/p>\n
Loss on drying (2.2.32)<\/h4>\n
Maximum 1.0 per cent, determined on 1.000 g by drying in an oven at 105 \u00b0C for 4 h.<\/p>\n
Sulfated ash (2.4.14)<\/h4>\n
Maximum 0.1 per cent, determined on 1.0 g.<\/p>\n
ASSAY<\/h2>\n
Dissolve 0.270 g in 60 mL of acetic anhydride R. Titrate with 0.1 M perchloric acid, determining the end-point
\npotentiometrically (2.2.20).<\/p>\n
1 mL of 0.1 M perchloric acid is equivalent to 37.59 mg of C_{22<\/sub>H_{30<\/sub>ClNO_{2<\/sub>.<\/p>\n}}}
STORAGE<\/h2>\n
Protected from light.<\/p>\n
IMPURITIES<\/h2>\n
Specified impurities A, B, C, D.<\/p>\n
Other detectable impurities (the following substances would, if present at a sufficient level, be detected by one or other of the tests in the monograph. They are limited by the general acceptance criterion for other\/unspecified impurities and\/or by the general monograph Substances for pharmaceutical use (2034). It is therefore not necessary to identify these impurities for demonstration of compliance. See also 5.10. Control of impurities in substances for pharmaceutical use) F.<\/p>\n
$\"Dextropropoxyphene$ <\/p>\n
A. (2S,3R)-4-(dimethylamino)-1,2-diphenyl-3-methyl-butan-2-ol (oxyphene),<\/p>\n
$\"Dextropropoxyphene$ <\/p>\n
B. (1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl acetate (acetoxyphene),<\/p>\n
$\"Dextropropoxyphene$ <\/p>\n
C. (1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl butanoate (butyroxyphene),<\/p>\n
$\"Dextropropoxyphene$ <\/p>\n
D. (1S,2S)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate (isopropoxyphene),<\/p>\n
$\"Dextropropoxyphene$ <\/p>\n
F. (2RS)-3-(dimethylamino)-2-methyl-1-phenylpropan-1-one.<\/p>\n","protected":false},"excerpt":{"rendered":"
(Ph. Eur. monograph 0713) C22H30ClNO2\u00a0 \u00a0375.9\u00a0 \u00a01639-60-7 Action and use Opioid receptor agonist; analgesic. Preparation Co-proxamol Tablets DEFINITION (1S,2R)-1-Benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate hydrochloride. Content 98.5 per cent to 101.5 per cent (dried substance). CHARACTERS Appearance White or almost white, crystalline powder. Solubility Very soluble in water, freely soluble in ethanol (96 per cent). mp About 165 \u00b0C….<\/p>\n","protected":false},"author":3,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[174],"tags":[],"class_list":["post-9342","post","type-post","status-publish","format-standard","hentry","category-medicinal-substances"],"acf":[],"_links":{"self":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/9342","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/users\/3"}],"replies":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/comments?post=9342"}],"version-history":[{"count":2,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/9342\/revisions"}],"predecessor-version":[{"id":9351,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/9342\/revisions\/9351"}],"wp:attachment":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media?parent=9342"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/categories?post=9342"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/tags?post=9342"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}

Time \n(min)<\/td>\n	Mobile phase A \n(per cent V\/V)<\/td>\n	Mobile phase B \n(per cent V\/V)<\/td>\n<\/tr>\n
0 – 2<\/td>\n	85<\/td>\n	15<\/td>\n<\/tr>\n
2 – 7<\/td>\n	85 \u2192 75<\/td>\n	\u00a015 \u2192 25<\/td>\n<\/tr>\n
7 – 24<\/td>\n	75 \u2192 50<\/td>\n	25 \u2192 50<\/td>\n<\/tr>\n
24 – 32<\/td>\n	\u00a050 \u2192 40<\/td>\n	\u00a050 \u2192 60<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n Flow rate 1.5 mL\/min.<\/p>\n Detection: Spectrophotometer at 214 nm.<\/p>\n Injection 10 \u03bcL.<\/p>\n Identification of impurities: Use the chromatogram supplied with dextropropoxyphene for system suitability CRS and the chromatogram obtained with reference solution (b) to identify the peaks due to impurities A, B, C and D.<\/p>\n Use the chromatogram obtained with reference solution (c) to identify the peak due to toluene.<\/p>\n Relative retention: With reference to dextropropoxyphene (retention time = about 18 min): impurity A = about 0.8; \nimpurity B = about 0.9; impurity D = about 1.1; impurity C = about 1.2.<\/p>\n System suitability: Reference solution (b):<\/p>\n \u2014 peak-to-valley ratio: minimum 5, where Hp = height above the baseline of the peak due to impurity D and \nHv = height above the baseline of the lowest point of the curve separating this peak from the peak due to \ndextropropoxyphene.<\/p>\n Limits:<\/p>\n \u2014 impurities A, B: for each impurity, not more than 5 times the area of the principal peak in the chromatogram \nobtained with reference solution (a) (0.5 per cent);<\/p>\n \u2014 impurities C, D: for each impurity, not more than twice the area of the principal peak in the chromatogram obtained with reference solution (a) (0.2 per cent);<\/p>\n \u2014 unspecified impurities: for each impurity, not more than the area of the principal peak in the chromatogram obtained with reference solution (a) (0.10 per cent);<\/p>\n \u2014 total: not more than 10 times the area of the principal peak in the chromatogram obtained with reference \nsolution (a) (1.0 per cent);<\/p>\n \u2014 disregard limit: 0.5 times the area of the principal peak in the chromatogram obtained with reference solution (a) \n(0.05 per cent); disregard any peak due to toluene (relative retention = about 1.24).<\/p>\n Loss on drying (2.2.32)<\/h4>\n Maximum 1.0 per cent, determined on 1.000 g by drying in an oven at 105 \u00b0C for 4 h.<\/p>\n Sulfated ash (2.4.14)<\/h4>\n Maximum 0.1 per cent, determined on 1.0 g.<\/p>\n ASSAY<\/h2>\n Dissolve 0.270 g in 60 mL of acetic anhydride R. Titrate with 0.1 M perchloric acid, determining the end-point \npotentiometrically (2.2.20).<\/p>\n 1 mL of 0.1 M perchloric acid is equivalent to 37.59 mg of C_{22<\/sub>H_{30<\/sub>ClNO_{2<\/sub>.<\/p>\n}}} STORAGE<\/h2>\n Protected from light.<\/p>\n IMPURITIES<\/h2>\n Specified impurities A, B, C, D.<\/p>\n Other detectable impurities (the following substances would, if present at a sufficient level, be detected by one or other of the tests in the monograph. They are limited by the general acceptance criterion for other\/unspecified impurities and\/or by the general monograph Substances for pharmaceutical use (2034). It is therefore not necessary to identify these impurities for demonstration of compliance. See also 5.10. Control of impurities in substances for pharmaceutical use) F.<\/p>\n $\"Dextropropoxyphene$ <\/p>\n A. (2S,3R)-4-(dimethylamino)-1,2-diphenyl-3-methyl-butan-2-ol (oxyphene),<\/p>\n $\"Dextropropoxyphene$ <\/p>\n B. (1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl acetate (acetoxyphene),<\/p>\n $\"Dextropropoxyphene$ <\/p>\n C. (1S,2R)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl butanoate (butyroxyphene),<\/p>\n $\"Dextropropoxyphene$ <\/p>\n D. (1S,2S)-1-benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate (isopropoxyphene),<\/p>\n $\"Dextropropoxyphene$ <\/p>\n F. (2RS)-3-(dimethylamino)-2-methyl-1-phenylpropan-1-one.<\/p>\n","protected":false},"excerpt":{"rendered":" (Ph. Eur. monograph 0713) C22H30ClNO2\u00a0 \u00a0375.9\u00a0 \u00a01639-60-7 Action and use Opioid receptor agonist; analgesic. Preparation Co-proxamol Tablets DEFINITION (1S,2R)-1-Benzyl-3-(dimethylamino)-2-methyl-1-phenylpropyl propanoate hydrochloride. Content 98.5 per cent to 101.5 per cent (dried substance). CHARACTERS Appearance White or almost white, crystalline powder. Solubility Very soluble in water, freely soluble in ethanol (96 per cent). mp About 165 \u00b0C….<\/p>\n","protected":false},"author":3,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[174],"tags":[],"class_list":["post-9342","post","type-post","status-publish","format-standard","hentry","category-medicinal-substances"],"acf":[],"_links":{"self":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/9342","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/users\/3"}],"replies":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/comments?post=9342"}],"version-history":[{"count":2,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/9342\/revisions"}],"predecessor-version":[{"id":9351,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/9342\/revisions\/9351"}],"wp:attachment":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media?parent=9342"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/categories?post=9342"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/tags?post=9342"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}

Content<\/h3>\n98.5 per cent to 101.5 per cent (dried substance).<\/p>\n

CHARACTERS<\/h2>\n

Appearance<\/h3>\nWhite or almost white, crystalline powder.<\/p>\n

Solubility<\/h3>\nVery soluble in water, freely soluble in ethanol (96 per cent).<\/p>\n

mp<\/h3>\nAbout 165 \u00b0C.<\/p>\n

IDENTIFICATION<\/h2>\nA. Specific optical rotation (see Tests).<\/p>\nB. Infrared absorption spectrophotometry (2.2.24).<\/p>\nComparison dextropropoxyphene hydrochloride CRS.<\/p>\nC. Solution S (see Tests) gives reaction (a) of chlorides (2.3.1).<\/p>\n

TESTS<\/h2>\n

Solution S<\/h3>\nDissolve 1.5 g in carbon dioxide-free water R and dilute to 30 mL with the same solvent.<\/p>\n

Appearance of solution<\/h3>\nSolution S is clear (2.2.1) and colourless (2.2.2, Method II).<\/p>\n

Acidity or alkalinity<\/h3>\nDilute 10 mL of solution S to 25 mL with carbon dioxide-free water R. To 10 mL of this solution add 0.1 mL of methyl red solution R and 0.2 mL of 0.01 M sodium hydroxide. The solution is yellow. Add 0.4 mL of 0.01 M hydrochloric acid. The solution is red.<\/p>\n

Specific optical rotation (2.2.7)<\/h4>\n+ 52 to + 57.<\/p>\nDissolve 0.100 g in water R and dilute to 10.0 mL with the same solvent.<\/p>\n

Loss on drying (2.2.32)<\/h4>\nMaximum 1.0 per cent, determined on 1.000 g by drying in an oven at 105 \u00b0C for 4 h.<\/p>\n

Sulfated ash (2.4.14)<\/h4>\nMaximum 0.1 per cent, determined on 1.0 g.<\/p>\n

ASSAY<\/h2>\nDissolve 0.270 g in 60 mL of acetic anhydride R. Titrate with 0.1 M perchloric acid, determining the end-point\npotentiometrically (2.2.20).<\/p>\n1 mL of 0.1 M perchloric acid is equivalent to 37.59 mg of C22<\/sub>H30<\/sub>ClNO2<\/sub>.<\/p>\n

STORAGE<\/h2>\nProtected from light.<\/p>\n

Content<\/h3>\n
98.5 per cent to 101.5 per cent (dried substance).<\/p>\n

Appearance<\/h3>\n
White or almost white, crystalline powder.<\/p>\n

Solubility<\/h3>\n
Very soluble in water, freely soluble in ethanol (96 per cent).<\/p>\n

mp<\/h3>\n
About 165 \u00b0C.<\/p>\n

IDENTIFICATION<\/h2>\n
A. Specific optical rotation (see Tests).<\/p>\n
B. Infrared absorption spectrophotometry (2.2.24).<\/p>\n
Comparison dextropropoxyphene hydrochloride CRS.<\/p>\n
C. Solution S (see Tests) gives reaction (a) of chlorides (2.3.1).<\/p>\n

Solution S<\/h3>\n
Dissolve 1.5 g in carbon dioxide-free water R and dilute to 30 mL with the same solvent.<\/p>\n

Appearance of solution<\/h3>\n
Solution S is clear (2.2.1) and colourless (2.2.2, Method II).<\/p>\n

Acidity or alkalinity<\/h3>\n
Dilute 10 mL of solution S to 25 mL with carbon dioxide-free water R. To 10 mL of this solution add 0.1 mL of methyl red solution R and 0.2 mL of 0.01 M sodium hydroxide. The solution is yellow. Add 0.4 mL of 0.01 M hydrochloric acid. The solution is red.<\/p>\n

Specific optical rotation (2.2.7)<\/h4>\n
+ 52 to + 57.<\/p>\n
Dissolve 0.100 g in water R and dilute to 10.0 mL with the same solvent.<\/p>\n

Loss on drying (2.2.32)<\/h4>\n
Maximum 1.0 per cent, determined on 1.000 g by drying in an oven at 105 \u00b0C for 4 h.<\/p>\n

Sulfated ash (2.4.14)<\/h4>\n
Maximum 0.1 per cent, determined on 1.0 g.<\/p>\n

ASSAY<\/h2>\n
Dissolve 0.270 g in 60 mL of acetic anhydride R. Titrate with 0.1 M perchloric acid, determining the end-point
\npotentiometrically (2.2.20).<\/p>\n
1 mL of 0.1 M perchloric acid is equivalent to 37.59 mg of C_{22<\/sub>H_{30<\/sub>ClNO_{2<\/sub>.<\/p>\n}}}

STORAGE<\/h2>\n
Protected from light.<\/p>\n