345-78-8 Usage
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 345-78-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,4 and 5 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 345-78:
(5*3)+(4*4)+(3*5)+(2*7)+(1*8)=68
68 % 10 = 8
So 345-78-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H15NO.ClH/c1-8(11-2)10(12)9-6-4-3-5-7-9;/h3-8,10-12H,1-2H3;1H/t8-,10+;/m0./s1
345-78-8Relevant articles and documents
An efficient synthesis of aziridines from ephedrines
Cruz, Alejandro,Padilla-Martinez, Itzia Irene,Garcia-Baez, Efren V.
scheme or table, p. 909 - 913 (2010/08/19)
The reaction of chlorodeoxyephedrine hydrochlorides with one, two, and three molar equivalents of base was studied. Isochlorodeoxypseudoepherines were identified and assigned by 1H and 13C NMR data as intermediate compounds in the formation of cis-aziridines. Erythro and threo ephedrinethylethers were isolated as new compounds and analyzed by spectroscopic data. In addition, the erythro isomer was studied by X-ray diffraction.
An enantioselective synthesis of (1S,2S)-pseudoephedrine
Vidyasagar Reddy,Venkat Rao,Sreevani,Iyengar
, p. 953 - 954 (2007/10/03)
Synthesis of (1S,2S)-pseudoephedrine is described via reduction of an alanine-derived oxazolidinone followed by treating with phenyl magnesium bromide and chemoselective N-methylation in an efficient and practical manner. (C) 2000 Elsevier Science Ltd.
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