ChemicalBook CAS DataBase List 91224-37-2

91224-37-2

Name	D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE
CAS	91224-37-2
Molecular Formula	C75H108N20O13
MDL Number	MFCD06801374
Molecular Weight	1497.79
MOL File	91224-37-2.mol

Synonyms

SPANTIDE SPANTIDE I (D-Arg1,D-Trp7 SPANTIDE HYDROCHLORIDE M.W. 1497.80 C75H108N20O13 1-Arg-7,9-Trp-11-Leu-substance p (D-ARG1,D-TRP7,9,LEU11)-SUBSTANCE P [D-Arg1,D-Trp7,9,L-Leu11]substance P Substance p, Arg(1)-Trp(7,9)-Leu(11)- SUBSTANCE P, [D-ARG1, D-TRP7,9, LEU11] (D-arg1,D-trp7,9,leu11)-substance P*acetate D-ARG1,D-TRP7,9,LEU11]-SUBSTANCE P (SPANTIDE) (D-Arg1,D-Trp7·9,Leu11)-Substance P, Spantide I [D-ARG1,D-TRP7,9,LEU11]-SUBSTANCE P HYDROCHLORIDE Substance p, arginyl(1)-tryptophyl(7,9)-leucine(11)- D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 H-D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 D-ARG-PRO-LYS-PRO-GLN-GLN-D-TRP-PHE-D-TRP-LEU-LEU-NH2 HYDROCHLORIDE D-Arg-L-Pro-L-Lys-L-Pro-L-Gln-L-Gln-D-Trp-L-Phe-D-Trp-L-Leu-L-Leu-NH2 Substance p, 1-D-arginine-7-D-tryptophan-9-D-tryptophan-11-D-leucine- D-Arg-L-Pro-L-Lys-L-Pro-L-Glu(NH2)-L-Glu(NH2)-D-Trp-L-Phe-D-Trp-L-Leu-L-Leu-NH2 (D-Arg1,D-Trp7·9,Leu11)-Substance P H-D-Arg-Pro-Lys-Pro-Gln-Gln-D-Trp-Phe-D-Trp-Leu-Leu-NH2 L-Leucinamide, D-arginyl-L-prolyl-L-lysyl-L-prolyl-L-glutaminyl-L-glutaminyl-D-tryptophyl-L-phenylalanyl-D-tryptophyl-L-leucyl-

Chemical Properties

density	1.43±0.1 g/cm3(Predicted)
storage temp.	−20°C
form	Powder
pka	13.31±0.20(Predicted)
color	White to off-white
Water Solubility	Soluble to 1 mg/ml in water

Safety Data

WGK Germany

Hazard Information

Uses

Spantide I, a substance P analog, is a selective NK1 receptor antagonist, with Ki values of 230 nM and 8150 nM for NK1 and NK2 receptor, respectively. Spantide I provides an approach to reduce type 1 and enhance the type 2 cytokine IL-10 in the infected cornea, leading to a significant reduction in corneal perforation[1][2][3].

in vivo

Spantide I (50 and 100 nM perfused through the cerebral ventricles) causes a complete respiratory arrest in all of the examined animals^[2].
Spantide I (36 μg/mouse, ip daily) significantly decreases the number of perforated corneas, bacterial counts, and PMNs. Spantide I also downregulates the mRNA levels for type I cytokines (e.g., IFN-γ) as well as MIP-2, IL-6, TNF-α, and IL-1β^[3].

Animal Model:	Female, 8-week-old C57BL/6 (B6) and BALB/c mice^[3].
Dosage:	36 μg/mouse.
Administration:	IP on days -1 and 0 (day of infection) and daily through 5 days pi (post infection).
Result:	At 3 and 5 days pi, compound-treated mice had significantly less severe ocular disease than did the PBS-treated mice. Contained significantly fewer PMNs than the corneas of PBS-treated mice at 3 and 5 days pi. Significantly reduced levels of corneal TNF-α mRNA at 3 and 5 days pi. Significantly reduced the level of IL-18 mRNA at 1 day pi.

IC 50

NK1: 230 nM (Ki); NK2: 8150 nM (Ki)

storage

Desiccate at -20°C

References

[1] J C Beaujouan, et al. Higher potency of RP 67580, in the mouse and the rat compared with other nonpeptide and peptide tachykinin NK1 antagonists. Br J Pharmacol. 1993 Mar;108(3):793-800. DOI:10.1111/j.1476-5381.1993.tb12880.x
[2] M Zubrzycka, et al. Comparison of antagonistic properties of substance P analogs, spantide I, II and III, on evoked tongue jerks in rats. Endocr Regul. 2000 Mar;34(1):13-8. PMID:10808247
[3] Linda D Hazlett, et al. Spantide I decreases type I cytokines, enhances IL-10, and reduces corneal perforation in susceptible mice after Pseudomonas aeruginosa infection. Invest Ophthalmol Vis Sci. 2007 Feb;48(2):797-807. DOI:10.1167/iovs.06-0882

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