MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 584342 | Name: Cularine

Description:

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

Cularine is an isoquinoline alkaloid from Fumariaceae family that displays non-specific antispasmogenic activity on guinea-pig and human airways..

Chemical Structure

Cularine
Cularine
CAS#479-39-0

Theoretical Analysis

MedKoo Cat#: 584342

Name: Cularine

CAS#: 479-39-0

Chemical Formula: C20H23NO4

Exact Mass: 341.1627

Molecular Weight: 341.41

Elemental Analysis: C, 70.36; H, 6.79; N, 4.10; O, 18.74

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
Cularine
IUPAC/Chemical Name
1H-(1)Benzoxepino(2,3,4-ij)isoquinoline, 2,3,12,12a-tetrahydro-6,9,10-trimethoxy-1-methyl-, (S)-
InChi Key
DTMXRZMJFCVJQS-AWEZNQCLSA-N
InChi Code
InChI=1S/C20H23NO4/c1-21-8-7-12-5-6-15(22-2)20-19(12)14(21)9-13-10-17(23-3)18(24-4)11-16(13)25-20/h5-6,10-11,14H,7-9H2,1-4H3/t14-/m0/s1
SMILES Code
CN1[C@]2([H])C3=C(C=CC(OC)=C3OC4=CC(OC)=C(OC)C=C4C2)CC1
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 341.41 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
1: KAMETANI T, FUKUMOTO K. CULARINE AND RELATED COMPOUNDS. IV. THE OXIMINATION AND REDUCTION OF 2,3,6-TRIMETHOXYDIBENZO(B,F)OXEPIN-10(11H)-ONE. Chem Pharm Bull (Tokyo). 1963 Oct;11:1322-5. PubMed PMID: 14075288. 2: KAMETANI T, FUKUMOTO K, MASUKO K. [SYNTHESIS OF CULARINE AND RELATED COMPOUNDS. VII. THE FORMATION OF INDOLE DERIVATIVES. (STUDIES ON THE SYNTHESES OF HETEROCYCLIC COMPOUNDS. XCI.)]. Yakugaku Zasshi. 1963 Nov;83:1052-5. Japanese. PubMed PMID: 14084791. 3: KAMETANI T, FUKUMOTO K, NAKANO T. [Studies on the syntheses of cularine derivatives. I. A synthesis of diphenyl ether by Ullmann reaction and the formation of oxepine nucleus]. Yakugaku Zasshi. 1962 Sep;82:1307-11. Japanese. PubMed PMID: 13962076. 4: D'Ocon P, Blasco R, Candenas L, Ivorra D, López S, Villaverde C, Castedo L, Cortes D. Inhibition of calcium entry induced by cularines and isocrasifoline in uterine smooth muscle. Eur J Pharmacol. 1991 Apr 17;196(2):183-7. PubMed PMID: 1874285. 5: KAMETANI T, KIBAYASHI C. [CULARINE AND RELATED COMPOUNDS. XI. A SYNTHESIS OF 10-AMINO-10,11-DIHYDRO-2,3-DIMETHOXY-DIBENZO(B,F)OXEPIN. (STUDIES ON THE SYNTHESES OF HETEROCYCLIC COMPOUNDS. CII.)]. Yakugaku Zasshi. 1964 Jul;84:642-6. Japanese. PubMed PMID: 14221207. 6: Orhana I, Ozçelik B, Karaoğlu T, Sener B. Antiviral and antimicrobial profiles of selected isoquinoline alkaloids from Fumaria and Corydalis species. Z Naturforsch C. 2007 Jan-Feb;62(1-2):19-26. PubMed PMID: 17425100. 7: Rodrigues JA, Abramovitch RA, de Sousa JD, Leiva GC. Diastereoselective synthesis of cularine alkaloids via enium ions and an easy entry to isoquinolines by aza-Wittig electrocyclic ring closure. J Org Chem. 2004 Apr 30;69(9):2920-8. Erratum in: J Org Chem. 2004 Nov 12;69(23):8176. PubMed PMID: 15104427. 8: Protais P, Arbaoui J, Bakkali EH, Bermejo A, Cortes D. Effects of various isoquinoline alkaloids on in vitro 3H-dopamine uptake by rat striatal synaptosomes. J Nat Prod. 1995 Oct;58(10):1475-84. PubMed PMID: 8676127. 9: Iida H, Kikuchi T, Tanaka S, Shinbo M. [Studies on the syntheses of cularine type compounds. II. Synthesis of 2,3,12,12a-tetrahydro-5,6,9,10-tetramethoxy-1-methyl-1H-[1]benzoxepino[2,3,4-ij]i soquinoline]. Yakugaku Zasshi. 1969 Aug;89(8):1169-72. Japanese. PubMed PMID: 5388622. 10: Kametani T, Kikuchi T, Fukumoto K. Synthesis of cularine type compounds (Studies on the syntheses of heterocyclic compounds. CCXXXVI). Chem Pharm Bull (Tokyo). 1968 Jun;16(6):1003-8. PubMed PMID: 5706805. 11: Kametani T, Shibuya S. Total syntheses of (+)-clarimine and (+)-cularine. Tetrahedron Lett. 1965 Jun;(24):1897-9. PubMed PMID: 5843213. 12: Kametani T, Fukumoto K, Kato Y, Fujihara M. [Studies on the syntheses of heterocyclic compounds. DXXIX. Dehydrogenation of cularine type compound (author's transl)]. Yakugaku Zasshi. 1973 Sep;93(9):1094-9. Japanese. PubMed PMID: 4797562. 13: Kametani T, Shibuya S. [Cularine and related compounds. XIV. Optical resolution of (plus or minus)-cularimine and synthesis of related compounds of cularimine (studies on the syntheses of heterocyclic compounds. CLXVI.)]. Yakugaku Zasshi. 1967 Feb;87(2):196-8. Japanese. PubMed PMID: 6069359. 14: Candenas ML, Naline E, D'Ocón MP, Cortes D, Advenier C. Effects of cularine and other isoquinoline alkaloids on guinea-pig trachea and human bronchus. J Pharm Pharmacol. 1990 Feb;42(2):102-7. PubMed PMID: 1972394. 15: Iida H, Kikuchi T, Sakurai K. [Syntheses of cularine type compounds. I. Synthesis of 10,11-dimethoxy-6-methyl-5,5a,6,7,8-pentahydro[l]benzoxepino[7,6,5-i,j]isoquinoli ne]. Yakugaku Zasshi. 1969 May;89(5):645-8. Japanese. PubMed PMID: 5818000. 16: KAMETANI T, FUKUMOTO K, SHIBUYA S, NAKANO T. CULARINE AND RELATED COMPOUNDS. V. INVESTIGATION OF THE ULLMANN REACTION PRODUCTS OF METHYL (2-BROMO-4,5-DIMETHOXYPHENYL)- ACETATE WITH PHENOLIC COMPOUNDS, AND AN APPROACH TO THE TOTAL SYNTHESIS OF CULARINE. Chem Pharm Bull (Tokyo). 1963 Oct;11:1299-305. PubMed PMID: 14075283. 17: Ishiwata S, Takada T, Nagasaka T. [An attempt to synthesize dl-cularine by the decomposition of 2-(1,2,3,4-tetrahydro-7-methoxy-2-methyl-8-isoquinolinoxy)-4,5-dimethoxybenzaldeh yde p-toluenesulphonylhydrazone under alkaline condition]. Yakugaku Zasshi. 1970 Nov;90(11):1461-3. Japanese. PubMed PMID: 5530460. 18: Kametani T, Shibuya S, Noguchi I. [Cularine and related compounds. XII. Reduction products of 2-ketocularimine. (Studies on the syntheses of heterocyclic compounds. 113]. Yakugaku Zasshi. 1965 Aug;85(8):667-73. Japanese. PubMed PMID: 4157694. 19: Suau R, Cabezudo B, Valpuesta M, Posadas N, Diaz A, Torres G. Identification and quantification of isoquinoline alkaloids in the genus Sarcocapnos by GC-MS. Phytochem Anal. 2005 Sep-Oct;16(5):322-7. PubMed PMID: 16223088. 20: Hsu HC, Kikuchi T, Aoyagi S, Iida H. [Studies on the syntheses of 7,8-disubstituted 1-benzylisoquinoline and related compounds. 2. Syntheses of dl-cularimine and dl-cularine]. Yakugaku Zasshi. 1972 Aug;92(8):1030-3. Japanese. PubMed PMID: 4674406.

View History

HLI-373 dihydrochloride

HLI-373 dihydrochloride

Featured