(+/-)-Epinephrine Hydrochloride

Basic Information

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CAS Number

329-63-5

Molecular Formula

C9H14ClNO3

Molecular Weight

219.67 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

157°

Boiling Point

No data available

Flash Point

No data available

Solubility

H2O: >50 mg/mL

Vapor Pressure

No data available

SMILES

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CNCC(C1=CC(=C(C=C1)O)O)O.Cl

InChI

InChI=1S/C9H13NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,9-13H,5H2,1H3;1H

InChIKey

ATADHKWKHYVBTJ-UHFFFAOYSA-N

LogP

0.7723999999999998

Topological Polar Surface Area

72.72 Å²

Hydrogen Bond Donor/Acceptor

4 / 4

Complexity

154

Safety Information

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Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

H311 Toxic in contact with skin
Acute toxicity, dermal

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class 6.1(a) Class 6.1(a)

Stability

Stable, but light sensitive. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.

Sensitiveness

Sensitive to light

Synonyms & References

English

SMR000058236
CS-0014297
DL-Epinephrine Hydrochloride
RACEPINEFRINE HYDROCHLORIDE [WHO-DD]
Racepinefrine hydrochloride
329-63-5
Epi-Mist
336096P2WE
UNII-336096P2WE
EINECS 206-346-0
NCGC00093916-01
( inverted question mark)-Epinephrine hydrochloride
4-(1-Hydroxy-2-(methylamino)ethyl)benzene-1,2-diol hydrochloride
REGID_for_CID_5924
1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-, hydrochloride (1:1)
Racepinephrine hydrochloride (USP)
A821532
(+/-)-EPINEPHRINE HCL
DTXSID9057717
FT-0625414
Racepinephrine hydrochloride [USP]
EPINEPHRINE,RACEMIC HYDROCHLORIDE [VANDF]
1,2-Benzenediol, 4-[1-hydroxy-2-(methylamino)ethyl]-, hydrochloride
D05689
RACEPINEPHRINE HYDROCHLORIDE (USP-RS)
(+/-)-Epinephrine (hydrochloride);(+/-)-Adrenaline (hydrochloride);DL-Adrenalin (hydrochloride)
4-(1-Hydroxy-2-(methylamino)ethyl)benzene-1,2-diol hydrochloride; DL-Adrenaline hydrochloride
Racepinephrine hydrochloride
Benzyl alcohol, 3,4-dihydroxy-alpha-((methylamino)methyl)-, hydrochloride, (+-)-
hloride
A0909

MDL Number

MFCD00050562

Customs Code

2922509090

FAQ

What are the physical and chemical properties of (+/-)-Epinephrine Hydrochloride (CAS: 329-63-5)?

Catecholamine in nature, (+/-)-Epinephrine Hydrochloride (CAS: 329-63-5) has a molecular weight of 203.69 g/mol. It is a white, crystalline, odorless solid with a solubility of about 3 g/L in water. It is highly reactive, particularly under basic conditions, and can undergo hydrolysis and oxidation. It is also susceptible to photodegradation.

How is (+/-)-Epinephrine Hydrochloride (CAS: 329-63-5) typically synthesized?

The synthesis of (+/-)-Epinephrine Hydrochloride (CAS: 329-63-5) usually involves the asymmetric synthesis of catecholamine using chiral auxiliaries or chiral catalysts. Common methods include the reduction of a racemic mixture of 3,4-dihydroxybenzylamine, amination of 4-hydroxy-3-nitrobenzaldehyde, or a combination of these steps. The yield and selectivity can vary, but efficient methods can achieve up to 90% yield.

What industries use (+/-)-Epinephrine Hydrochloride (CAS: 329-63-5)?

(+/-)-Epinephrine Hydrochloride (CAS: 329-63-5) is primarily used in the pharmaceutical industry for its bronchodilatory and vasoconstrictive effects. It is also utilized in the food industry as a preservative and in the semiconductor industry for microelectronic applications. Additionally, it is used in the polymer industry as a crosslinking agent and in biosensors for detection of various analytes.

What precautions should be taken when handling (+/-)-Epinephrine Hydrochloride (CAS: 329-63-5)?

Proper handling of (+/-)-Epinephrine Hydrochloride (CAS: 329-63-5) requires the use of personal protective equipment (PPE) such as gloves, safety goggles, and lab coats. It should be stored in a cool, dry place away from heat and light. Spills should be handled with proper containment and decontamination procedures, and a safety data sheet (SDS) should be readily available for reference. Fume hoods should be used during manipulation to prevent inhalation exposure.