We collect cookies for vital website function and to better serve our customers. By continuing to browse you agree to the storing of cookies on your device. See our privacy policy for details.

(-)-Epinephrine

Item № 18626
CAS № 51-43-4
Purity ≥95%
product image
                (CAS 51-43-4)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 g $49.00 0.00
     10 g $93.00 0.00
     25 g $221.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • Adrenaline
  • NSC 62786

(-)-Epinephrine is a natural neurotransmitter that is released from the adrenal medulla and activates adrenoceptors (Kis = 15, 735, and 3,970 nM for α1A-, β2-, and β1-adrenergic receptors, respectively).1,2,3 Through these receptors, (-)-epinephrine may induce either contraction or relaxation of vascular smooth muscle, depending on adrenoceptor subtype expression.3 Receptor-mediated actions of (-)-epinephrine are also relevant to blocking anaphylaxis, reversing cardiac arrest, and reducing bleeding in clinical trials.4,5,6

Recommended Products

Related Products
View Related Product Categories
Technical Information
Formal Name
4-[(1R)-1-hydroxy-2-(methylamino)ethyl]-1,2-benzenediol
CAS Number
51-43-4
Synonyms
  • Adrenaline
  • NSC 62786
Molecular Formula
C9H13NO3
Formula Weight
183.2
Purity
≥95%
Formulation
A crystalline solid
λmax
281 nm
SMILES
OC1=C(O)C=CC([C@@H](O)CNC)=C1
InChI Code
InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1
InChI Key
UCTWMZQNUQWSLP-VIFPVBQESA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
Product Downloads

Download Product Insert

Download Safety Data Sheet (SDS)

Download free InChI Key generation software

Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

Get Batch-Specific Data and Documents by Batch Number

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data pack, and GC-MS data.

References & Product Citations
Product Description References

1. Rothman, R.B., Vu, N., Partilla, J.S., et al. In vitro characterization of ephedrine-related stereoisomers at biogenic amine transporters and the receptorome reveals selective actions as norepinephrine transporter substrates J. Pharmacol. Exp. Ther. 307(1), 138-145 (2003).

2. Hoffmann, C., Leitz, M.R., Oberdorf-Maass, S., et al. Comparative pharmacology of human β-adrenergic receptor subtypes - characterization of stably transfected receptors in CHO cells Naunyn-Schmiedeberg's Arch. Pharmacol. 369(2), 151-159 (2004).

3. Ahles, A., and Englehardt, S. Polymorphic variants of adrenoceptors: Pharmacology, physiology, and role in disease Pharmacol. Rev. 66(3), 598-637 (2014).

4. Werner-Busse, A., Zuberbier, T., and Worm, M. The allergic emergency--management of severe allergic reactions J.Dtsch.Dermatol.Ges. 12(5), 379-387 (2014).

5. Chen, S.q. Advances in clinical studies of cardiopulmonary resuscitation World J.Emerg.Med. 6(2), 85-93 (2015).

6. Wilkins, T., Khan, N., Nabh, A., et al. Diagnosis and management of upper gastrointestinal bleeding American Family Physician 85(5), 469-476 (2012).

Technical Support
Contact Us
  • Toll Free Phone (USA and Canada Only): (888) 526-5351
  • Direct Phone: (734) 975-3888
Cayman Contract Services

We work with scientists to accelerate their research, drug discovery, and drug development needs through our expertise in the following areas:

Cayman Chemical

1180 East Ellsworth Road

Ann Arbor, Michigan 48108 USA

Toll Free: (800) 364-9897

(USA and Canada Only)

Fax: (734) 971-3640