(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℃)

form 

buffered aqueous solution

biological source

rabbit

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

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

(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).

Biological Activity

Trefoil factor 1 is a protein encoded by the TFF1 gene in humans. The proteins are small secretory proteins characterized by three intra-chain disulfide bonds forming the trefoil motif or P-domain. It is abundantly expressed on mucosal surfaces and especially within the gastrointestinal tract. The protein belongs to highly conserved proteins th at play an essential role in epithelial regeneration within the gastrointestinal tract. Its expression is strongly induced after mucosal injury and may function as a gastric tumor suppressor gene. It is expressed in various types of carcinomas including breast cancer. The gene contains an estrogen response element and its expression can be regulated by estrogen. Increased expression of this gene is found to be associated with tumor progression in some tumors and missense mutations in the gene have been detected in gastric cancer.

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.]

(1S,2S)-(+)-Pseudoephedrine hydrochloride(345-78-8)Related Product Information

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