cis-ACCP

• CAT Number: I011668
• CAS Number: 777075-44-2
• Molecular Formula: C7H15N2O4P
• Molecular Weight: 222.18
• Purity: ≥95%
• Synonyms: [(1R,2S)-2-aminocyclohexyl]carbamoylphosphonic acid
• InChI: InChI=1S/C7H15N2O4P/c8-5-3-1-2-4-6(5)9-7(10)14(11,12)13/h5-6H,1-4,8H2,(H,9,10)(H2,11,12,13)/t5-,6+/m0/s1
• InChIKey: XHCXISPZIHYKQD-NTSWFWBYSA-N
• SMILES: C1CCC(C(C1)N)NC(=O)P(=O)(O)O

cis-ACCP is an orally active antimetastatic matrix metalloproteinase-2 (MMP-2) selective inhibitor. cis-ACCP can inhibit MMP-2 and MMP-9 with IC50 values of 4 μM and 20 μM, respectively. cis-ACCP can be used for the research of a variety of chronic diseases[1].
cis-ACCP can inhibit MMP-2 and MMP-9 with IC50 values of 4 μM and 20 μM, respectively[1].
cis-ACCP (i.p.; 50, 250, 500 mg/kg; daily for two weeks) shows no toxic effects and reduces metastasis formation in mice[1].
cis-ACCP (oral, i.v.,i.p.; 50, 150 mg/kg) only has distribution in the extracellular fluid[1].
Pharmacokinetic Parameters of cis-ACCP in rats[1].

PK parameter
iv
PO
ip

AUC (min • µg/mL)
7637
79
2677

T1/2 (min)
18.8
126
108

Cmax(ng/mL)
306000
712
144000

CL (mL/min/kg)
6.9
–
–

Tmax(min)
–
17.4
0.5

Vss(mL/Kg)
186
–
–

F (%)
–
0.35
11.8

Fu (%)
83.9
2.2
48

Ttime over MIC (hr)
>4
>6
24

Reference

[1]. Hoffman, Amnon et al. Carbamoylphosphonate matrix metalloproteinase inhibitors 6: cis-2-aminocyclohexylcarbamoylphosphonic acid, a novel orally active antimetastatic matrix metalloproteinase-2 selective inhibitor–synthesis and pharmacodynamic and pharmacokinetic analysis. Journal of medicinal chemistry vol. 51,5 (2008): 1406-14.
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