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(1S,2S)-(+)-Pseudoephedrine hydrochloride

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(1S,2S)-(+)-Pseudoephedrine hydrochloride Basic information

Product Name:
(1S,2S)-(+)-Pseudoephedrine hydrochloride
Synonyms:
  • (+)-PSI-EPHEDRINE HYDROCHLORIDE
  • PSI-EPHEDRINE HYDROCHLORIDE
  • PSEUDOEPHEDRINE HCL
  • PSEUDOEPHEDRINE HCL, (+)-1S,2S-
  • (+)-PSEUDOEPHEDRINE HYDROCHLORIDE
  • PSEUDOEPHEDRINE HYDROCHLORIDE
  • a)]-
  • alpha-(1-(methylamino)ethyl)-,hydrochloride,(s-(r*,r*))-benzenemethano
CAS:
345-78-8
MF:
C10H16ClNO
MW:
201.69
EINECS:
206-462-1
Product Categories:
  • Pharmaceutical Raw Materials
  • Amines
  • Aromatics
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API's
Mol File:
345-78-8.mol
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(1S,2S)-(+)-Pseudoephedrine hydrochloride Chemical Properties

Melting point:
185-188 °C(lit.)
alpha 
61 º (c=5, H2O,2dm tube)
storage temp. 
Refrigerator (+4°C)
solubility 
Freely soluble in water and in ethanol (96 per cent), sparingly soluble in methylene chloride.
pka
9.22(at 25℃)
Merck 
13,8007
BRN 
3915112
LogP
-1.74 at 23℃ and pH7
CAS DataBase Reference
345-78-8(CAS DataBase Reference)
EPA Substance Registry System
Benzenemethanol, .alpha.-[(1S)-1-(methylamino)ethyl]-, hydrochloride, (.alpha.S)- (345-78-8)
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Safety Information

Hazard Codes 
Xn,T,F
Risk Statements 
22-36/37/38-36/38-39/23/24/25-23/24/25-11
Safety Statements 
26-36-24/25-45-36/37-16-7
RIDADR 
1544
WGK Germany 
3
RTECS 
UL5950000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29394200
Toxicity
LD50 i.p. in mice: 1.0 mmole/kg (Fairchild, Alles)

MSDS

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(1S,2S)-(+)-Pseudoephedrine hydrochloride Usage And Synthesis

Chemical Properties

white powder

Uses

Non-selective adrenergic agonist; decongestant (nasal). Controlled precursor.

Definition

ChEBI: A hydrochloride that is the monohydrochloride salt of pseudoephedrine.

brand name

Efidac (ALZA); Novafed (Sanofi Aventis); Sudafed (GlaxoSmithKline); Sudafed (Warner Lambert).

Contact allergens

This sympathomimetic a-adrenergic agonist is found in plants of the genus Ephedra (Ephedraceae) and is systemically used as a nasal decongestant. It can induce drug skin reactions such as acute generalized exanthematic pustulosis or generalized eczema.

Clinical Use

Nasal decongestant

Drug interactions

Potentially hazardous interactions with other drugs
Adrenergic neurone blockers: antagonise hypotensive effect of adrenergic neurone blockers.
Anaesthetics: increased risk of ventricular arrhythmias with isoflurane.
Antibacterials: risk of hypertensive crisis with linezolid.
Antidepressants: risk of hypertensive crisis with MAOIs and moclobemide.
Dopaminergics: avoid concomitant use with selegiline and rasagiline.

Metabolism

A small amount of pseudoephedrine is hepatically metabolised by N-demethylation.
It is excreted largely unchanged in the urine with small amounts of its hepatic metabolite.

Purification Methods

1S,2S-Pseudoephedrine hydrochloride [345-78-8] M 210.7, m 181-182o, 185-188o, [ + 6 1o (c 1 H2O). Crystallise the salt from EtOH. [Beilstein 13 IV 1878.]

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