{"id":27694,"date":"2025-11-07T10:00:54","date_gmt":"2025-11-07T03:00:54","guid":{"rendered":"https:\/\/nhathuocngocanh.com\/bp\/?p=27694"},"modified":"2025-11-07T10:00:54","modified_gmt":"2025-11-07T03:00:54","slug":"phenylpropanolamine-hydrochloride","status":"publish","type":"post","link":"https:\/\/nhathuocngocanh.com\/bp\/phenylpropanolamine-hydrochloride\/","title":{"rendered":"Phenylpropanolamine Hydrochloride"},"content":{"rendered":"

(Ph. Eur. monograph 0683)<\/em><\/p>\n

C9<\/sub>H14<\/sub>ClNO 187.7 154-41-6<\/p>\n

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

Adrenoceptor agonist.<\/p>\n

DEFINITION<\/h2>\n

(1RS,2SR)-2-Amino-1-phenylpropan-1-ol hydrochloride.<\/p>\n

Content<\/h2>\n

99.0 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

Freely soluble in water and in ethanol (96 per cent), practically insoluble in methylene chloride.<\/p>\n

IDENTIFICATION<\/h2>\n

First identification: B, D.<\/p>\n

Second identification: A, C, D.<\/p>\n

A. Melting point (2.2.14): 194 \u00b0C to 197 \u00b0C.<\/p>\n

B. Infrared absorption spectrophotometry (2.2.24).<\/p>\n

Comparison: phenylpropanolamine hydrochloride CRS.<\/p>\n

C. Thin-layer chromatography (2.2.27).<\/p>\n

Test solution: Dissolve 20 mg of the substance to be examined in ethanol (96 per cent) R and dilute to 10 mL with the same solvent.<\/p>\n

Reference solution: Dissolve 10 mg of phenylpropanolamine hydrochloride CRS in ethanol (96 per cent) R and dilute to 5 mL with the same solvent.<\/p>\n

Plate: TLC silica gel G plate R.<\/p>\n

Pretreatment: Spray with a 20 g\/L solution of disodium tetraborate R, using 8 mL for a plate 100 mm x 200 mm and dry in a stream of cold air for 30 min.<\/p>\n

Mobile phase: concentrated ammonia R, ethanol (96 per cent) R, butanol R (6:24:70 V\/V\/V).<\/p>\n

Application: 10 \u03bcL as bands of 10 mm by 3 mm.<\/p>\n

Development: Over 1\/2 of the plate.<\/p>\n

Drying: In a current of warm air.<\/p>\n

Detection: Allow to cool, then spray with a 2 g\/L solution of ninhydrin R in ethanol (96 per cent) R and heat at 110 \u00b0C for 15 min.<\/p>\n

Results: The principal spot in the chromatogram obtained with the test solution is similar in position, colour and size to the principal spot in the chromatogram obtained with the reference solution.<\/p>\n

D. It gives reaction (a) of chlorides (2.3.1).<\/p>\n

TESTS<\/h2>\n

Solution S<\/h3>\n

Dissolve 1.25 g in water R and dilute to 25 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

To 10 mL of solution S add 0.1 mL of methyl red solution R and 0.2 mL of 0.01 M sodium hydroxide. The solution is yellow.<\/p>\n

Add 0.4 mL of 0.01 M hydrochloric acid. The solution is red.<\/p>\n

Related substances<\/h3>\n

Liquid chromatography (2.2.29).<\/p>\n

Buffer solution: Dissolve 3.4 g of potassium dihydrogen phosphate R in 500 mL of water for chromatography R and adjust to pH 2.5 with phosphoric acid R.<\/p>\n

Test solution: Dissolve 25.0 mg of the substance to be examined in methanol R and dilute to 25.0 mL with the same solvent.<\/p>\n

Reference solution (a): Dilute 1.0 mL of the test solution to 100.0 mL with methanol R. Dilute 1.0 mL of this solution to 10.0 mL with methanol R.<\/p>\n

Reference solution (b): Dissolve 5 mg of cathine hydrochloride R (1S,2S-enantiomer of impurity A) in methanol R and dilute to 50 mL with the same solvent. Dilute 1 mL of the solution to 10 mL with methanol R. Dilute 1 mL of this solution to 10 mL with the test solution.<\/p>\n

Column:<\/p>\n

\u2014 size: l = 0.075 m, \u00d8 = 3.0 mm;<\/p>\n

\u2014 stationary phase: octadecylsilyl silica gel for chromatography R (1.8 \u03bcm);<\/p>\n

\u2014 temperature: 40 \u00b0C.<\/p>\n

Mobile phase:<\/p>\n

\u2014 mobile phase A: acetonitrile R1, buffer solution (2:98 V\/V);<\/p>\n

\u2014 mobile phase B: water for chromatography R, acetonitrile R1 (30:70 V\/V);<\/p>\n\n\n\n\n\n\n
Time<\/strong>
\n(min)<\/strong><\/td>\n		Mobile phase A<\/strong>
\n(per cent V\/V)<\/strong><\/td>\n		Mobile phase B<\/strong>
\n(per cent V\/V)<\/strong><\/td>\n<\/tr>\n
0 – 6<\/td>\n100<\/td>\n0<\/td>\n<\/tr>\n
6 – 14<\/td>\n100 \u2192 48<\/td>\n0 \u2192 52<\/td>\n<\/tr>\n
14 – 18<\/td>\n48<\/td>\n52<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n

Flow rate: 0.56 mL\/min.<\/p>\n

Detection: Spectrophotometer at 206 nm.<\/p>\n

Injection: 1 \u03bcL.<\/p>\n

Identification of impurities: Use the chromatogram obtained with reference solution (b) to identify the peak due to impurity A.<\/p>\n

Relative retention: With reference to phenylpropanolamine (retention time = about 3 min): impurity A = about 1.2.<\/p>\n

System suitability: Reference solution (b):<\/p>\n

\u2014 peak-to-valley ratio: minimum 2.0, where Hp = height above the baseline of the peak due to impurity A and Hv = height above the baseline of the lowest point of the curve separating this peak from the peak due to
\nphenylpropanolamine.<\/p>\n

Calculation of percentage contents:<\/p>\n

\u2014 for each impurity, use the concentration of phenylpropanolamine hydrochloride in reference solution (a).<\/p>\n

Limits:<\/p>\n

\u2014 unspecified impurities: for each impurity, maximum 0.10 per cent;<\/p>\n

\u2014 total: maximum 0.2 per cent;<\/p>\n

\u2014 reporting threshold: 0.05 per cent.<\/p>\n

Loss on drying (2.2.32)<\/h3>\n

Maximum 0.5 per cent, determined on 1.000 g by drying in an oven at 105 \u00b0C.<\/p>\n

Sulfated ash (2.4.14)<\/h3>\n

Maximum 0.1 per cent, determined on 1.0 g.<\/p>\n

ASSAY<\/h2>\n

Dissolve 0.150 g in a mixture of 5.0 mL of 0.01 M hydrochloric acid and 50 mL of ethanol (96 per cent) R. Carry out a potentiometric titration (2.2.20), using 0.1 M sodium hydroxide. Read the volume added between the 2 points of inflexion.<\/p>\n

1 mL of 0.1 M sodium hydroxide is equivalent to 18.77 mg of C9<\/sub>H14<\/sub>ClNO.<\/p>\n

IMPURITIES<\/h2>\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) A, B, C, D, E.<\/p>\n

\"Phenylpropanolamine<\/p>\n

A. (1RS,2RS)-2-amino-1-phenylpropan-1-ol (racemic cathine, racemic norpseudoephedrine),<\/p>\n

\"Phenylpropanolamine<\/p>\n

B. (2RS)-2-amino-1-phenylpropan-1-one (racemic cathinone),<\/p>\n

\"Phenylpropanolamine<\/p>\n

C. (2RS)-1-phenylpropan-2-amine (amfetamine),<\/p>\n

\"Phenylpropanolamine<\/p>\n

D. (2EZ)-2-(hydroxyimino)-1-phenylpropan-1-one (\u03b1-isonitrosopropiophenone),<\/p>\n

\"Phenylpropanolamine<\/p>\n

E. 1-phenylpropan-1-one (propiophenone).<\/p>\n","protected":false},"excerpt":{"rendered":"

(Ph. Eur. monograph 0683) C9H14ClNO 187.7 154-41-6 Action and use Adrenoceptor agonist. DEFINITION (1RS,2SR)-2-Amino-1-phenylpropan-1-ol hydrochloride. Content 99.0 per cent to 101.5 per cent (dried substance). CHARACTERS Appearance White or almost white, crystalline powder. Solubility Freely soluble in water and in ethanol (96 per cent), practically insoluble in methylene chloride. IDENTIFICATION First identification: B, D. Second…<\/p>\n","protected":false},"author":4,"featured_media":27708,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[174],"tags":[],"class_list":["post-27694","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-medicinal-substances"],"acf":[],"_links":{"self":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/27694","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\/4"}],"replies":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/comments?post=27694"}],"version-history":[{"count":2,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/27694\/revisions"}],"predecessor-version":[{"id":27717,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/27694\/revisions\/27717"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media\/27708"}],"wp:attachment":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media?parent=27694"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/categories?post=27694"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/tags?post=27694"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}