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Norpseudoephedrine Hydrochloride

Synopsis, Chemistry

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Also known as: 53643-20-2, Phenylpropanolamine hydrochloride, 154-41-6, Norpseudoephedrinhydrochlorid, Hms1569a09, Akos025401421

Molecular Formula

C₉H₁₄ClNO

Molecular Weight

187.66 g/mol

InChI Key

DYWNLSQWJMTVGJ-JXLXBRSFSA-N

A sympathomimetic that acts mainly by causing release of NOREPINEPHRINE but also has direct agonist activity at some adrenergic receptors. It is most commonly used as a nasal vasoconstrictor and an appetite depressant.

1 2D Structure

Norpseudoephedrine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,2R)-2-amino-1-phenylpropan-1-ol;hydrochloride

2.1.2 InChI

InChI=1S/C9H13NO.ClH/c1-7(10)9(11)8-5-3-2-4-6-8;/h2-7,9,11H,10H2,1H3;1H/t7-,9+;/m1./s1

2.1.3 InChI Key

DYWNLSQWJMTVGJ-JXLXBRSFSA-N

2.1.4 Canonical SMILES

CC(C(C1=CC=CC=C1)O)N.Cl

2.1.5 Isomeric SMILES

C[C@H]([C@@H](C1=CC=CC=C1)O)N.Cl

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Dexatrim

2. Hydrochloride, Phenylpropanolamine

3. Norephedrine

4. Phenylpropanolamine

5. Phenylpropanolamine Hydrochloride

6. Prolamine

7. Propagest

8. Triaminic Dm

2.2.2 Depositor-Supplied Synonyms

1. 53643-20-2

2. Phenylpropanolamine Hydrochloride

3. 154-41-6

4. Norpseudoephedrinhydrochlorid

5. Hms1569a09

6. Akos025401421

7. Ac-15986

2.3 Create Date

2007-02-07

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₄ClNO
Molecular Weight	187.66 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	187.0763918 g/mol
Monoisotopic Mass	187.0763918 g/mol
Topological Polar Surface Area	46.2 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	110
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adrenergic alpha-Agonists

Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)

Appetite Depressants

Agents that are used to suppress appetite. (See all compounds classified as Appetite Depressants.)

Nasal Decongestants

Drugs designed to treat inflammation of the nasal passages, generally the result of an infection (more often than not the common cold) or an allergy related condition, e.g., hay fever. The inflammation involves swelling of the mucous membrane that lines the nasal passages and results in inordinate mucus production. The primary class of nasal decongestants are vasoconstrictor agents. (From PharmAssist, The Family Guide to Health and Medicine, 1993) (See all compounds classified as Nasal Decongestants.)

Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)