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Benzyl Alcohol, Alpha-(1-aminoethyl)-, Hydrochloride, (+-)-

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Synopsis

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Chemistry

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Also known as: Phenylpropanolamine hydrochloride, (+)-phenylpropanolamine hydrochloride, 40626-29-7, Phenylpropanolamine hydrochloride, (+)-, 184m412sjh, Dl-norephedrine hydrochloride

Molecular Formula

C₉H₁₄ClNO

Molecular Weight

187.66 g/mol

InChI Key

DYWNLSQWJMTVGJ-PRCZDLBKSA-N

FDA UNII

184M412SJH

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

Monydrin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1S,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-PRCZDLBKSA-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 Other Identifiers

2.2.1 UNII

184M412SJH

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dexatrim

2. Hydrochloride, Phenylpropanolamine

3. Norephedrine

4. Phenylpropanolamine

5. Phenylpropanolamine Hydrochloride

6. Prolamine

7. Propagest

8. Triaminic Dm

2.3.2 Depositor-Supplied Synonyms

1. Phenylpropanolamine Hydrochloride

2. (+)-phenylpropanolamine Hydrochloride

3. 40626-29-7

4. Phenylpropanolamine Hydrochloride, (+)-

5. 184m412sjh

6. Dl-norephedrine Hydrochloride

7. (1s,2r)-2-amino-1-phenylpropan-1-ol Hydrochloride

8. 154-41-6

9. Dsstox_cid_5896

10. D-norephedrine Hydrochloride

11. Dsstox_rid_77964

12. Dsstox_gsid_25896

13. (+)-norephedrine Hydrochloride

14. Unii-184m412sjh

15. (1s,2r)-norephedrine Hydrochloride

16. Norephedrine, Hydrochloride, (+)-

17. Einecs 255-008-9

18. (1s,2r)-(+)-norephedrine Hydrochloride

19. Dl-norephedrinhydrochlorid

20. Ncgc00016416-01

21. Cas-154-41-6

22. Schembl16986

23. 1s,2r-phenylpropanolamine Hydrochloride

24. Chembl3189135

25. Dtxsid2025896

26. Tox21_110431

27. Tox21_110431_1

28. Ccg-212747

29. Dl-norephedrine Hydrochloride, >=99%

30. Ncgc00274057-01

31. D-phenylpropanolamine Hydrochloride

32. (1s, 2r)-(+)-norephedrine Hydrochloride

33. (1s,2r)-2-amino-1-phenylpropan-1-ol;hydrochloride

34. D-(+)-norephedrine Hydrochloride, >=98.0% (at)

35. Q27251969

36. Dl-norephedrine Hydrochloride, Sigma Reference Standard

37. Phenylpropanolamine (+)-form Hydrochloride [mi]

38. (s-(r*,s*))-alpha-(1-aminoethyl)benzyl Alcohol Hydrochloride

39. Benzenemethanol, .alpha.-((1r)-1-aminoethyl)-, Hydrochloride (1:1), (.alpha.s)-

40. Phenylpropanolamine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

41. Phenylpropanolamine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

42. (+/-)-phenylpropanolamine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date

2006-04-28

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

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.)

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.)

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