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DL-Norephedrine hydrochloride

Product Name
DL-Norephedrine hydrochloride
CAS No.
154-41-6
Chemical Name
DL-Norephedrine hydrochloride
Synonyms
ip58064;obestat;monydrin;mucorama;EOS-60988;NSC 23798;NOREPHEDRINE HCL;dl-NOREPHEDRINE HCl;LincomycinHydrocloride;PHENYLPROPANOLAMINE HCL
CBNumber
CB0304191
Molecular Formula
C9H14ClNO
Formula Weight
187.67
MOL File
154-41-6.mol
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DL-Norephedrine hydrochloride Property

Melting point:
194-196 °C(lit.)
Density 
1.0969 (rough estimate)
refractive index 
1.5330 (estimate)
storage temp. 
-20°C
solubility 
Dissolve 1.25 g in water R and dilute to 25 mL with the same solvent.
form 
A crystalline solid
pka
9.44(at 25℃)
Merck 
13,7391
CAS DataBase Reference
154-41-6(CAS DataBase Reference)
EPA Substance Registry System
Benzenemethanol, .alpha.-[(1R)-1-aminoethyl]-, hydrochloride (1:1), (.alpha.S)-rel- (154-41-6)
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Safety

Hazard Codes 
Xn,T,F
Risk Statements 
22-39/23/24/25-23/24/25-11
Safety Statements 
22-36/37/39-45-36/37-16-7
RIDADR 
UN 2811
WGK Germany 
3
RTECS 
DN4200000
HS Code 
29394900
Toxicity
LD50 orally in rats: 1490 mg/kg (Goldenthal)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P7876
Product name
DL-Norephedrine hydrochloride
Purity
≥99%
Packaging
10G
Price
$95.4
Updated
2024/03/01
Sigma-Aldrich
Product number
P1260000
Product name
Phenylpropanolamine hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
50MG
Price
$244
Updated
2024/03/01
Sigma-Aldrich
Product number
P7876
Product name
DL-Norephedrine hydrochloride
Purity
≥99%
Packaging
100G
Price
$223
Updated
2023/06/20
Cayman Chemical
Product number
14212
Product name
DL-Norephedrine (hydrochloride)
Packaging
50mg
Price
$68
Updated
2023/06/20
Cayman Chemical
Product number
14212
Product name
DL-Norephedrine (hydrochloride)
Packaging
100mg
Price
$106
Updated
2023/06/20
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DL-Norephedrine hydrochloride Chemical Properties,Usage,Production

Chemical Properties

white crystalline powder. soluble in water and alcohol, insoluble in ether, chloroform and benzene.

Originator

Propadrine, MSD ,US ,1941

Uses

DL-Norephedrine is a psychoactive amphetamine that acts as a potent norepinephrine releasing agent (EC50 = 42-137 nM). It is less effective as a dopamine releasing agent (EC50 = 0.3-1.4 μM) and does not affect serotonin release. This product is intended for forensic and research applications.[Cayman Chemical]

Manufacturing Process

In one route as described in US Patent 2,151,517, 10.7 kg of technical benzaldehyde is vigorously agitated with a solution of 11.0 kg of sodium bisulfite in 50.0 liters of water until the formation of the addition-product is complete. Simultaneously, 8.25 kg of nitroethane is dissolved in a solution of 4.5 kg of caustic soda in 20.0 liters of water and the resultant warm solution is added with vigorous stirring to the magma of benzaldehyde sodium bisulfite. The mixture is agitated for 30 minutes and then allowed to stand overnight.
The aqueous portion of the mixture is now siphoned off from the supernatant layer of oily phenylnitropropanol and replaced with a fresh solution of 11.0 kg of sodium bisulfite in 50.0 liters of water. The mixture of phenylnitropropanol and bisulfite solution is now vigorously agitated for 15 minutes in order to remove and recover small amounts of unreacted benzaldehyde, and is then again allowed to stratify. This time, the phenylnitropropanol is siphoned off and filtered to remove a small amount of resinous material. The aqueous solution of sodium bisulfite remaining behind is reacted with benzaldehyde, as described above, thus making the process continuous.
The 1-phenyl-2-nitropropanol thus obtained is a colorless oil, specific gravity 1.14 at 20°C, odorless when pure, volatile with steam and boiling at 150° to 165°C under a pressure of 5 mm of mercury. It is soluble in alcohol, ether, acetone, chloroform, carbon tetrachloride, benzene and glacial acetic acid. The yield of 1-phenyl-2-nitropropanolobtained by this procedure is 17.1 to 17.7 kg.
It is hydrogenated and converted to the hydrochloride in subsequent steps. The hydrogen chloride has a melting point of 192°-194°C.
In an alternative route described in US Patent 3,028,429 propiophenone may be reacted with an alkyl nitrite to give isonitrosopropiophenone which is then hydrogenated and finally converted to the hydrochloride.

Therapeutic Function

Nasal decongestant, Anorexic

General Description

Phenylpropanolamine hydrochloride is an odorless white to creamy-white crystalline powder. Bitter taste. pH (3% solution):4.5-6. pH (10% solution) 4.2-5.5. (NTP, 1992)

Air & Water Reactions

Water soluble.

Reactivity Profile

DL-Norephedrine hydrochloride is incompatible with strong oxidizing agents.

Hazard

Poison by ingestion.

Fire Hazard

Flash point data for DL-Norephedrine hydrochloride are not available; however, DL-Norephedrine hydrochloride is probably combustible.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, intraperitoneal, and intramuscular routes. An experimental teratogen. When heated to decomposition it emits very toxic fumes of HCl and NOx. Used as a raw material in cold and diet tablets.

DL-Norephedrine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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DL-Norephedrine hydrochloride Suppliers

154-41-6, DL-Norephedrine hydrochlorideRelated Search:


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