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2D Structure
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

2D Structure

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 Weight 187.66 g/mol
Molecular Formula C9H14ClNO
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass187.0763918 g/mol
Monoisotopic Mass187.0763918 g/mol
Topological Polar Surface Area46.2 Ų
Heavy Atom Count12
Formal Charge0
Complexity110
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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.)