Carnegine (free base)

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

MedKoo CAT#: 412374

CAS#: 490-53-9 (free base)

Description: Carnegine (free base) is a biochemical

Chemical Structure

img
Carnegine (free base)
CAS# 490-53-9 (free base)
Instruction

Theoretical Analysis

MedKoo Cat#: 412374
Name: Carnegine (free base)
CAS#: 490-53-9 (free base)
Chemical Formula: C13H19NO2
Exact Mass: 221.14
Molecular Weight: 221.300
Elemental Analysis: C, 70.56; H, 8.65; N, 6.33; O, 14.46

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Related CAS #: 5852-92-6 (HCl)   490-53-9 (free base)  

Synonym: Carnegine (free base); UNII-EOW70A27WK

IUPAC/Chemical Name: COc1cc2CCN(C)C(C)c2cc1OC

InChi Key: HRSIPKSSEVRSPG-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H19NO2/c1-9-11-8-13(16-4)12(15-3)7-10(11)5-6-14(9)2/h7-9H,5-6H2,1-4H3

SMILES Code: COc1c(OC)cc2c(CCN(C2C)C)c1

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: >3 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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 221.30 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Li X, Leonori D, Sheikh NS, Coldham I. Synthesis of 1-substituted tetrahydroisoquinolines by lithiation and electrophilic quenching guided by in situ IR and NMR spectroscopy and application to the synthesis of salsolidine, carnegine and laudanosine. Chemistry. 2013 Jun 10;19(24):7724-30. doi: 10.1002/chem.201301096. Epub 2013 May 15. PMID: 23677770.

2: Fogleman JC, Danielson PB, Frank MR. Comparison of Drosophila cytochrome P450 metabolism of natural and model substrates. J Insect Physiol. 1997 Oct;43(10):953-957. doi: 10.1016/s0022-1910(97)00038-3. PMID: 12770465.

3: Mezghani-Jarraya R, Hammami H, Ayadi A, Damak M. Molluscicidal activity of Hammada scoparia (Pomel) Iljin leaf extracts and the principal alkaloids isolated from them against Galba truncatula. Mem Inst Oswaldo Cruz. 2009 Nov;104(7):1035-8. doi: 10.1590/s0074-02762009000700017. PMID: 20027474.

4: Louafi F, Hurvois JP, Chibani A, Roisnel T. Synthesis of tetrahydroisoquinoline alkaloids via anodic cyanation as the key step. J Org Chem. 2010 Aug 20;75(16):5721-4. doi: 10.1021/jo100714y. PMID: 20704442.

5: Bembenek ME, Abell CW, Chrisey LA, Rozwadowska MD, Gessner W, Brossi A. Inhibition of monoamine oxidases A and B by simple isoquinoline alkaloids: racemic and optically active 1,2,3,4-tetrahydro-, 3,4-dihydro-, and fully aromatic isoquinolines. J Med Chem. 1990 Jan;33(1):147-52. doi: 10.1021/jm00163a025. PMID: 2296014.

6: El-Shazly A, Wink M. Tetrahydroisoquinoline and beta-carboline alkaloids from Haloxylon articulatum (Cav.) Bunge (Chenopodiaceae). Z Naturforsch C J Biosci. 2003 Jul-Aug;58(7-8):477-80. doi: 10.1515/znc-2003-7-805. PMID: 12939030.

7: Danielson PB, Frank MR, Fogleman JC. Comparison of larval and adult P-450 activity levels for alkaloid metabolism in desertDrosophila. J Chem Ecol. 1994 Aug;20(8):1893-906. doi: 10.1007/BF02066231. PMID: 24242717.

8: Erhardt PA, Soine TO. Stereochemical preferences for curarimimetic neuromuscular junction blockade I: enantiomeric monoquaternary amines as probes. J Pharm Sci. 1975 Jan;64(1):53-62. doi: 10.1002/jps.2600640110. PMID: 124343.

9: Naghaway JA, Soine TO. Hofmann elimination with diazomethane on curare bases and selected quaternary tetrahydroisoquinoline alkaloids. J Pharm Sci. 1978 Apr;67(4):473-7. doi: 10.1002/jps.2600670408. PMID: 641751.

10: Bruhn JG, Lundström J. Alkaloids of Carnegiea gigantea. Arizonine, a new tetrahydroisoquinoline alkaloid. Lloydia. 1976 Jul-Aug;39(4):197-203. PMID: 957908.