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

Synonym(s):A;Anti-BCEI;Anti-Breast cancer estrogen-inducible protein;Anti-D21S21;Anti-HP1A

CAS NO.：345-78-8
Empirical Formula: C10H16ClNO
Molecular Weight: 201.69
MDL number: MFCD00058088
EINECS: 206-462-1
SAFETY DATA SHEET (SDS)
Update Date: 2023-04-23 13:52:06

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

What is (1S,2S)-(+)-Pseudoephedrine hydrochloride?

Chemical properties

white powder

The Uses of (1S,2S)-(+)-Pseudoephedrine hydrochloride

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.]

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

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.
form	neat
pka	9.22(at 25℃)
Merck	13,8007
BRN	3915112
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 for (1S,2S)-(+)-Pseudoephedrine hydrochloride

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H336:Specific target organ toxicity,single exposure; Narcotic effects
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P271:Use only outdoors or in a well-ventilated area. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.