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

CAS No.
345-78-8
Chemical Name:
(1S,2S)-(+)-Pseudoephedrine hydrochloride
Synonyms
PSEUDOEPHEDRINE HYDROCHLORIDE;PSEUDOEPHEDRINE HCL;sudafed;novafed;a)]-;GRCA;GPR162;sinufed;Otrinol;symptom2
CBNumber:
CB1399716
Molecular Formula:
C10H16ClNO
Molecular Weight:
201.69
MDL Number:
MFCD00058088
MOL File:
345-78-8.mol
Last updated:2023-04-23 13:52:06

(1S,2S)-(+)-Pseudoephedrine hydrochloride 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)
FDA 21 CFR 310.545; 341.20
EWG's Food Scores 1
FDA UNII 6V9V2RYJ8N
EPA Substance Registry System Benzenemethanol, .alpha.-[(1S)-1-(methylamino)ethyl]-, hydrochloride, (.alpha.S)- (345-78-8)

Pharmacokinetic data

Excreted unchanged in urine 90-98%
Volume of distribution 2-3(L/kg)
Biological half-life 5.5 (depends on pH of urine) / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H336
Precautionary statements  P261-P264-P270-P271-P301+P312-P304+P340+P312
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)

(1S,2S)-(+)-Pseudoephedrine hydrochloride Chemical Properties,Uses,Production

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.]

263908-29-8
345-78-8
Synthesis of (1S,2S)-(+)-Pseudoephedrine hydrochloride from 3-Oxazolidinecarboxylic acid, 4-methyl-5-phenyl-, phenylmethyl ester, (4S,5S)-

(1S,2S)-(+)-Pseudoephedrine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

(+)-PSI-EPHEDRINE HYDROCHLORIDE PSI-EPHEDRINE HYDROCHLORIDE PSEUDOEPHEDRINE HCL, (+)-1S,2S- (+)-PSEUDOEPHEDRINE HYDROCHLORIDE a)]- alpha-(1-(methylamino)ethyl)-,hydrochloride,(s-(r*,r*))-benzenemethano benzenemethanol,alpha-[1-(methylamino)ethyl]-,hydrochloride,[s-(theta,thet hydrochloride,l-(+)-pseudoephedrin l(+)-pseudoephedrinehydrochloride sinufed symptom2 tussaphed 2-(Methylamino)1-phenylpropan-1-ol hydrochloride pseudoephedrine Hc1 Benzenemethanol, a-[(1S)-1-(methylamino)ethyl]-, hydrochloride, (aS)- d-[a-(1-Methylamino)ethyl]benzyl alcohol hydrochloride (+)-Pseudoephedrin hydrochloride (1S,2S)-(+)-Pseudoephedrine hydrochloride,99+% Pseudoephedrine Hydrochloride (125 mg) (List Chemical) (+)-ω-Ephedrine hydrochloride, d-Isoephedrine hydrochloride, d-Pseudoephedrine hydrochloride, (1S,2S)-2-Methylamino-1-phenylpropanol hydrochloride Pseudoephedrine Hydrochloride (COS) Threo-Ephedrine Hydrochloride (αS)-α-[(1S)-1-(MethylaMino)ethyl]benzeneMethanol Hydrochloride psi-Ephedrine Hydrochloride Isoephedrine Hydrochloride (1S,2S)-2-(Methylamino)-1-phenyl-1-propanol Hydrochloride PSEUDOEPHEDRINE HYDROCHLORIDE; THREO-EPHEDRINE HYDROCHLORIDE (+)-Pseudoephedrine hydrochloride solution 96 well TC-treated plate Corning? Ultra-Web? surface microplates G protein-coupled receptor 162 Gene rich cluster GPR162 GRCA v (1S,2S)-(+)-Pseudoephedrine hydrochloride D-PSEUDOEPHEDRINE HYDROCHLORIDE D-ISOEPHEDRINE HYDROCHLORIDE ISOEPHEDRINE HYDROCHLORIDE (1S,2S)-2-(METHYLAMINO)-1-PHENYL-1-PROPANOL HYDROCHLORIDE [1S,2S]-(+)-2-[METHYLAMINO]-1-PHENYLPROPAN-1-OL HYDROCHLORIDE (1S,2S)-2-METHYLAMINO-1-PHENYLPROPANOL HYDROCHLORIDE (+)-1S,2S-PSEUDOEPHEDRINE HCL (1S,2S)-(+)-PSEUDOEPHEDRINE HYDROCHLORIDE d-Pseudoephedrine HCl Pseudoephedrine hdyrochloride CP,EP.USP Pseudoephedrin HCL (+)-PSI-EPHEDRINE HYDROCHLORIDE SIGMA*RE FERENCE STA (+)-PSEUDOEPHEDRINE HYDROCHLORIDE 99+% Benzenemethanol, .alpha.-(1S)-1-(methylamino)ethyl-, hydrochloride, (.alpha.S)- PSEUDOEPHEDRINEHYDROCHLORIDE,CRYSTAL,USP PSEUDOEPHEDRINE HCl, (+)-1S,2S- SNAPN 1.0mg/ml(P) PSEUDOEPHEDRINE HCl, (+)-1S,2S-(RG) d-Pseudu-ephedrine hydrochloride Benzenemethanol, α-[(1S)-1-(methylamino)ethyl]-, hydrochloride, (αS)- Benzenemethanol, α-[1-(methylamino)ethyl]-, hydrochloride, [S-(R*,R*)]- CPDD 0050 d-(1S,2S)-Pseudoephedrine hydrochloride d-[α-(1-Methylamino)ethyl]benzyl alcohol hydrochloride Galpseud NSC 106567