An auxin inhibitor and herbicide
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Naptalam

Item No. 34285

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(1-naphthalenylamino)carbonyl]-benzoic acid
CAS Number
132-66-1
Synonyms
  • Napthalam
  • N-1-Napthylphthalamic Acid
  • NPA
  • NSC 204421
Molecular Formula
C18H13NO3
Formula Weight
291.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:3): 0.25 mg/mlDMSO: 15 mg/ml
λmax
224 nm
SMILES
O=C(C1=C(C(NC2=CC=CC3=C2C=CC=C3)=O)C=CC=C1)O
InChi Code
InChI=1S/C18H13NO3/c20-17(14-9-3-4-10-15(14)18(21)22)19-16-11-5-7-12-6-1-2-8-13(12)16/h1-11H,(H,19,20)(H,21,22)
InChi Key
JXTHEWSKYLZVJC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Naptalam is an auxin inhibitor and herbicide.1,2 It reduces coleoptile accumulation of the polar auxin indole-3-acetic acid (Item No. 16954) in maize when used at a concentration of 50 µM.1 Naptalam inhibits various auxin-dependent processes, such as embryo development, lateral root development, leaf vein patterning, apical dominance, and adventitious root formation, in monocotyledons.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nishimura, T., and Koshiba, T. Auxin biosynthesis site and polar transport in maize coleoptiles. Plant Signal. Behav. 5(5), 573-575 (2010).

    2. Wolfe, M.F., and Seiber, J.N. A method for the trace analysis of naptalam (N-1-naphthylphthalamic acid) in water. Arch. Environ. Contam. Toxicol. 23(1), 137-141 (1992).

    3. Teale, W., and Palme, K. Naphthylphthalamic acid and the mechanism of polar auxin transport. J. Exp. Bot. 69(2), 303-312 (2018).