MedKoo Cat#: 596951 | Name: Cafedrine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cafedrine, also known as norephedrinoethyltheophylline, is a chemical linkage of norephedrine and theophylline and is a cardiac stimulant used to increase blood pressure in people with hypotension. Cafedrine is composed of linked Phenylpropanolamine and Theophylline. It is used to regulate and restore blood pressure.

Chemical Structure

Cafedrine
Cafedrine
CAS#58166-83-9 (free base)

Theoretical Analysis

MedKoo Cat#: 596951

Name: Cafedrine

CAS#: 58166-83-9 (free base)

Chemical Formula: C18H23N5O3

Exact Mass: 357.1801

Molecular Weight: 357.41

Elemental Analysis: C, 60.49; H, 6.49; N, 19.59; O, 13.43

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Cafedrine; Cafedrin; norephedrinoethyltheophylline;
IUPAC/Chemical Name
3,7-Dihydro-7-[2-[[(1S,2R)-2-hydroxy-1-methyl-2-phenylethyl]amino]ethyl]-1,3-dimethyl-1H-purine-2,6-dione
InChi Key
UJSKUDDDPKGBJY-WFASDCNBSA-N
InChi Code
InChI=1S/C18H23N5O3/c1-12(15(24)13-7-5-4-6-8-13)19-9-10-23-11-20-16-14(23)17(25)22(3)18(26)21(16)2/h4-8,11-12,15,19,24H,9-10H2,1-3H3/t12-,15-/m0/s1
SMILES Code
O=C(N1C)N(C)C2=C(N(CCN[C@@H](C)[C@H](O)C3=CC=CC=C3)C=N2)C1=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 357.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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Cafedrine/Theodrenaline (20:1) Is an Established Alternative for the Management of Arterial Hypotension in Germany-a Review Based on a Systematic Literature Search. Front Pharmacol. 2017 Feb 21;8:68. doi: 10.3389/fphar.2017.00068. eCollection 2017. Review. PubMed PMID: 28270765; PubMed Central PMCID: PMC5318387. 4: Kiefer N, Suter SF, Berg C, Gembruch U, Weber SU. [Epidural anesthesia for fetoscopy : Retrospective analysis of a one-year cohort]. Anaesthesist. 2017 Jan;66(1):28-33. doi: 10.1007/s00101-016-0253-5. Epub 2016 Dec 22. German. PubMed PMID: 28005161. 5: Heller AR, Heger J, Gama de Abreu M, Müller MP. Cafedrine/theodrenaline in anaesthesia: influencing factors in restoring arterial blood pressure. Anaesthesist. 2015 Mar;64(3):190-6. doi: 10.1007/s00101-015-0005-y. Epub 2015 Mar 11. PubMed PMID: 25757552; PubMed Central PMCID: PMC4383809. 6: Clemens KE, Quednau I, Heller AR, Klaschik E. Impact of cafedrine/theodrenaline (Akrinor® ) on therapy of maternal hypotension during spinal anesthesia for Cesarean delivery: a retrospective study. Minerva Ginecol. 2010 Dec;62(6):515-24. PubMed PMID: 21079573. 7: Schirmer U, Schürmann W. [Preoperative administration of angiotensin-converting enzyme inhibitors]. Anaesthesist. 2007 Jun;56(6):557-61. German. PubMed PMID: 17435976. 8: Aniset L, Konrad C, Schley M. [Ephedrine as alternative to Akrinor in regional obstetric anesthesia]. Anaesthesist. 2006 Jul;55(7):784-90. Review. German. PubMed PMID: 16688428. 9: Usichenko TI, Foellner S, Gruendling M, Feyerherd F, Lehmann C, Wendt M, Pavlovic D. Akrinor-induced relaxation of pig coronary artery in vitro is transformed into alpha1-adrenoreceptor-mediated contraction by pretreatment with propranolol. J Cardiovasc Pharmacol. 2006 Mar;47(3):450-5. PubMed PMID: 16633089. 10: Koch T, Wenzel V. [Old drugs and new approval procedures: Akrinor remains marketable and an application for reapproval of Arginin Vasopressin has been made]. Anaesthesist. 2006 Jun;55(6):708-10. German. PubMed PMID: 16612644. 11: Weidemann F, Broscheit JA, Bijnens B, Claus P, Sutherland GR, Voelker W, Ertl G, Strotmann JM. How to distinguish between ischemic and nonischemic postsystolic thickening: a strain rate imaging study. Ultrasound Med Biol. 2006 Jan;32(1):53-9. PubMed PMID: 16364797. 12: Strümper D, Gogarten W, Durieux ME, Hartleb K, Van Aken H, Marcus MA. Effects of cafedrine/theodrenaline, etilefrine and ephedrine on uterine blood flow during epidural-induced hypotension in pregnant sheep. Fetal Diagn Ther. 2005 Sep-Oct;20(5):377-82. PubMed PMID: 16113557. 13: Broscheit J, Eichelbroenner O, Greim C, Bussen S. Anesthetic management of a patient with histiocytosis X and pulmonary complications during Caesarean section. Eur J Anaesthesiol. 2004 Nov;21(11):919-21. 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