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2D Structure
Also known as: 154-41-6, 2-amino-1-phenylpropan-1-ol hydrochloride, 2-amino-1-phenyl-1-propanol hydrochloride, Dl-phenylpropanolamine hydrochloride, Dl-norephedrine hydrochloride, 3198-15-0
Molecular Formula
C9H14ClNO
Molecular Weight
187.66  g/mol
InChI Key
DYWNLSQWJMTVGJ-UHFFFAOYSA-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
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
2.1.3 InChI Key
DYWNLSQWJMTVGJ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C(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. Prolamine

6. Propagest

7. Triaminic Dm

2.2.2 Depositor-Supplied Synonyms

1. 154-41-6

2. 2-amino-1-phenylpropan-1-ol Hydrochloride

3. 2-amino-1-phenyl-1-propanol Hydrochloride

4. Dl-phenylpropanolamine Hydrochloride

5. Dl-norephedrine Hydrochloride

6. 3198-15-0

7. Norephedrine Hydrochloride

8. 40626-29-7

9. Prestwick_388

10. (+)-norephedrine Hydrochloride

11. Norephedrine Hcl

12. D-(+)-norephedrine Hydrochloride

13. 2-amino-1-phenylpropan-1-ol;hydrochloride

14. Phenylpropanolamine Chloride

15. Schembl4011782

16. Chembl1200695

17. Dtxsid6027185

18. Phenyl Propanolamine Hydrochloride

19. Akos027320395

20. Benzenemethanol, .alpha.-[(1s)-1-aminoethyl]-, Hydrochloride, (.alpha.r)-

21. 53631-70-2

22. Db-045612

23. Db-048135

24. Db-049620

25. P0742

26. Dl-erythro-2-amino-1-phenyl-1-propanol Hydrochloride

27. Benzenemethanol, .alpha.-[(1r)-1-aminoethyl]-, Hydrochloride (1:1), (.alpha.s)-rel-

2.3 Create Date
2005-03-27
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 Count0
Undefined Atom Stereocenter Count2
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.)


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.)


Appetite Depressants

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