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

Product Name(1S,2S)-(+)-Pseudoephedrine hydrochloride
CAS345-78-8
MFC10H16ClNO
MW201.69
EINECS206-462-1
MOL File345-78-8.mol

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)

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

Provider	Language
(1S,2S)-(+)-Pseudoephedrine hydrochloride	English
SigmaAldrich	English

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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