An intermediate in the synthesis of benzodiazepine alkaloids in Penicillium
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Product Categories

Product Type

Biochemicals
Natural Products
Alkaloids

Research Area

Dehydrocyclopeptine

Item No. 23638

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-4-methyl-3-(phenylmethylene)-1H-1,4-benzodiazepine-2,5-dione
CAS Number
31965-37-4
Molecular Formula
C17H14N2O2
Formula Weight
278.3
Purity
≥99%
Formulation (Request formulation change)
A solid
SMILES
O=C(N(C)/C(C(N1)=O)=C\C2=CC=CC=C2)C3=C1C=CC=C3
InChi Code
InChI=1S/C17H14N2O2/c1-19-15(11-12-7-3-2-4-8-12)16(20)18-14-10-6-5-9-13(14)17(19)21/h2-11H,1H3,(H,18,20)/b15-11-
InChi Key
FYVKHLSOIIPVEH-PTNGSMBKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $186

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    5 mg

    $742

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    Product Description

    Dehydrocyclopeptine is an intermediate in the synthesis of benzodiazepine alkaloids in Penicillium.1 It is formed when the 3S-isomer of cyclopeptine (Item No. 23476) undergoes reversible transformation by cyclopeptine dehydrogenase to displace hydrogens from the 3- and 10-positions of the benzodiazepine core.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Luckner, M. Alkaloid biosynthesis in Penicillium cyclopoum - does it reflect general features of secondary metabolism? J. Nat. Prod. 43(1), 21-40 (1980).