Isocarbostyril | CAS#491-30-5 | biochemical

MedKoo Cat#: 145868 | Name: Isocarbostyril

Description:

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

Isocarbostyril is a chemical compound studied for its potential pharmacological applications, particularly in the treatment of neurological disorders. It is recognized for its activity as a selective receptor modulator, and has been explored for its possible neuroprotective and anticonvulsant effects. The mechanism of isocarbostyril involves its interaction with specific receptors in the brain, potentially influencing neurotransmitter release and neuronal activity, thereby offering therapeutic effects in conditions like epilepsy or anxiety.

Chemical Structure

Isocarbostyril

CAS#491-30-5

Theoretical Analysis

MedKoo Cat#: 145868

Name: Isocarbostyril

CAS#: 491-30-5

Chemical Formula: C9H7NO

Exact Mass: 145.0500

Molecular Weight: 145.16

Elemental Analysis: C, 74.47; H, 4.86; N, 9.65; O, 11.02

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Isocarbostyril; 2H-ISsoquinolin-1-one;

IUPAC/Chemical Name

isoquinolin-1(2H)-one

InChi Key

VDBNYAPERZTOOF-UHFFFAOYSA-N

InChi Code

1S/C9H7NO/c11-9-8-4-2-1-3-7(8)5-6-10-9/h1-6H,(H,10,11)

SMILES Code

O=C1NC=CC2=C1C=CC=C2

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 145.16 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.

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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The Amaryllidaceae isocarbostyril narciclasine induces apoptosis by activation of the death receptor and/or mitochondrial pathways in cancer cells but not in normal fibroblasts. Neoplasia. 2007 Sep;9(9):766-76. doi: 10.1593/neo.07535. PMID: 17898872; PMCID: PMC1993861. 5: Al-Madhoun AS, Eriksson S, Wang ZX, Naimi E, Knaus EE, Wiebe LI. Phosphorylation of isocarbostyril- and difluorophenyl-nucleoside thymidine mimics by the human deoxynucleoside kinases. Nucleosides Nucleotides Nucleic Acids. 2004;23(12):1865-74. doi: 10.1081/NCN-200040634. PMID: 15628745. 6: Fürst R. Narciclasine - an Amaryllidaceae Alkaloid with Potent Antitumor and Anti-Inflammatory Properties. Planta Med. 2016 Nov;82(16):1389-1394. doi: 10.1055/s-0042-115034. Epub 2016 Aug 19. PMID: 27542176. 7: Ingrassia L, Lefranc F, Dewelle J, Pottier L, Mathieu V, Spiegl-Kreinecker S, Sauvage S, El Yazidi M, Dehoux M, Berger W, Van Quaquebeke E, Kiss R. Structure- activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents. J Med Chem. 2009 Feb 26;52(4):1100-14. doi: 10.1021/jm8013585. PMID: 19199649. 8: Ota S, Kimoto S, Okamoto M. [Studies on isocarbostyril and related compounds. 3. Reaction of 2-methyl-3-aminoisocarbostyril with p-substituted benzaldehydes]. Yakugaku Zasshi. 1972 Dec;92(12):1479-85. Japanese. doi: 10.1248/yakushi1947.92.12_1479. PMID: 4675847. 9: EIDEN F, NAGAR BS. ISOCARBOSTYRILE AUS ENAMIDEN. 8. UEBER UNTERSUCHUNGEN AN ACYL-ENAMINEN [ISOCARBOSTYRIL FROM ENAMIDES. 8. ON STUDIES OF ACYL-ENAMINES]. Arch Pharm Ber Dtsch Pharm Ges. 1964 Aug;297:488-92. German. doi: 10.1002/ardp.19642970806. PMID: 14344691. 10: Pettit GR, Melody N, Simpson M, Thompson M, Herald DL, Knight JC. Antineoplastic agents 500. Narcistatin. J Nat Prod. 2003 Jan;66(1):92-6. doi: 10.1021/np020225i. PMID: 12542352. 11: Mazzeo G, Fusè M, Evidente A, Abbate S, Longhi G. Circularly polarized luminescence of natural products lycorine and narciclasine: role of excited- state intramolecular proton-transfer and test of pH sensitivity. Phys Chem Chem Phys. 2023 Aug 30;25(34):22700-22710. doi: 10.1039/d3cp02600k. PMID: 37605892. 12: Kimoto S, Okamoto M, Nogimori K, Usami H. [Studies on isocarbostyril and related compounds. VI. Syntheses and reactions of 3-alkoxyisocarbostyril derivatives (author's tranal)]. Yakugaku Zasshi. 1976 Feb;96(2):154-9. Japanese. doi: 10.1248/yakushi1947.96.2_154. PMID: 985860. 13: Kimoto S, Okamoto M, Kawabata T, Ota S. [Studies on isocarbostyril and related compounds. IV. Acylation of 2,3-diaminoisocarbostyril (author's transl)]. Yakugaku Zasshi. 1973 Dec;93(12):1581-4. Japanese. PMID: 4798791. 14: Kimoto S, Okamoto M, Ota S. [Studies on isocarbostyril and related compounds. I. Reaction of 2-methyl-3-aminoisocarbostyril with acid chlorides]. Yakugaku Zasshi. 1971 Dec;91(12):1279-85. Japanese. doi: 10.1248/yakushi1947.91.12_1279. PMID: 5169212. 15: Minter DE, Winslow CD. A photochemical approach to the Galanthan ring system. J Org Chem. 2004 Mar 5;69(5):1603-6. doi: 10.1021/jo0356560. PMID: 14987017. 16: Van Goietsenoven G, Hutton J, Becker JP, Lallemand B, Robert F, Lefranc F, Pirker C, Vandenbussche G, Van Antwerpen P, Evidente A, Berger W, Prévost M, Pelletier J, Kiss R, Kinzy TG, Kornienko A, Mathieu V. Targeting of eEF1A with Amaryllidaceae isocarbostyrils as a strategy to combat melanomas. FASEB J. 2010 Nov;24(11):4575-84. doi: 10.1096/fj.10-162263. Epub 2010 Jul 19. Erratum in: FASEB J. 2015 Sep;29(9):4080. doi: 10.1096/fj.10-162263ERR. PMID: 20643906; PMCID: PMC3229423. 17: Pettit GR, Pettit GR 3rd, Backhaus RA, Boyd MR, Meerow AW. Antineoplastic agents, 256. Cell growth inhibitory isocarbostyrils from Hymenocallis. J Nat Prod. 1993 Oct;56(10):1682-7. doi: 10.1021/np50100a004. PMID: 8277308. 18: Van Goietsenoven G, Mathieu V, Lefranc F, Kornienko A, Evidente A, Kiss R. Narciclasine as well as other Amaryllidaceae isocarbostyrils are promising GTP- ase targeting agents against brain cancers. Med Res Rev. 2013 Mar;33(2):439-55. doi: 10.1002/med.21253. Epub 2012 Mar 14. PMID: 22419031. 19: Iida H, Kawano K, Kikuchi T, Yoshimizu F. [Studies on the synthesis of isocarbostyril derivatives. (1). A novel synthesis of isocarbostyril derivatives and synthesis of protoberberine and dibenzoquinolizine derivatives (author's transl)]. Yakugaku Zasshi. 1976 Feb;96(2):176-9. Japanese. doi: 10.1248/yakushi1947.96.2_176. PMID: 1047659. 20: Loakes D, Gallego J, Pinheiro VB, Kool ET, Holliger P. Evolving a polymerase for hydrophobic base analogues. J Am Chem Soc. 2009 Oct 21;131(41):14827-37. doi: 10.1021/ja9039696. PMID: 19778048; PMCID: PMC2762193.