UAMC00039 dihydrochloride is a novel, potent, reversible and competitive dipeptidyl peptidase II (DPP-II) inhibitor with an IC50 of 0.48 nM. UAMC 00039 dihydrochloride demonstrates selectivity for DPP-II against DPP-9, DPP-8 and DPP-IV (IC50 values are 78.6, 142 and 165 μM, respectively).
Physicochemical Properties
| Molecular Formula | C16H26CL3N3O |
| Molecular Weight | 382.7561 |
| Exact Mass | 381.114 |
| CAS # | 697797-51-6 |
| PubChem CID | 24757888 |
| Appearance | White to off-white solid powder |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 6 |
| Heavy Atom Count | 23 |
| Complexity | 313 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | C1CCN(CC1)C(=O)[C@H](CCNCC2=CC=C(C=C2)Cl)N.Cl.Cl |
| InChi Key | IWXMOQGMIWZNPR-CKUXDGONSA-N |
| InChi Code | InChI=1S/C16H24ClN3O.2ClH/c17-14-6-4-13(5-7-14)12-19-9-8-15(18)16(21)20-10-2-1-3-11-20;;/h4-7,15,19H,1-3,8-12,18H2;2*1H/t15-;;/m0../s1 |
| Chemical Name | (2S)-2-Amino-4-[[(4-chlorophenyl)methyl]amino]-1-(1-piperidinyl)-1-butanone dihydrochloride |
| Synonyms | UAMC00039 2HCl, UAMC 00039, UAMC-00039, UAMC 00039 dihydrochloride, UAMC 00039 2HCl |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | DPP activity is not generated by DPPIV or DPPII, as UAMC00039 is extremely selective for DPPII (IC50=0.48±0.04 nM) compared to DPPIV (IC50=165±9 µM). In order to elucidate the role of DPPII and confirm its potential as a therapeutic target, UAMC00039 seems to be a promising tool [1]. The strength of DPPII inhibitors against the enzyme, as well as their capacity to penetrate cells and remain stable in the culture medium, determine their effectiveness in cell culture. For at least 48 hours at 37°C, UAMC00039 remains stable in culture medium and DPPII test buffer. Within a minute, the chemical can penetrate PBMC and block intracellular DPPII activity in a concentration-dependent manner while leaving "non-DPPII" DPP activity unaffected. Over 90% of DPPII activity in PBMC and U937 cells was suppressed by 1 and 100 μM UAMC00039[2]. |
| ln Vivo | In the peripheral organs of rats, mice, and rabbits, dose-dependent inhibition of DPPII but not DPPIV was seen following oral dosing (after intravenous injection). UAMC00039 When taken orally at a dose of 2 mg/kg, the following parameters were evaluated: general behavior, body temperature, respiration, bleeding time, blood pressure, urine output, liver function, fasting blood glucose, and gastric function. Additionally, there were no significant changes in any of the intestinal parameters, such as acidity, peristalsis, and irritation [1]. |
| References |
[1]. In vivo effects of a potent, selective DPPII inhibitor: UAMC00039 is a possible tool for the elucidation of the physiological function of DPPII. Adv Exp Med Biol. 2006;575:73-85. [2]. Dipeptidyl peptidase II and leukocyte cell death. Biochem Pharmacol. 2006 Jun 28;72(1):70-9. |
Solubility Data
| Solubility (In Vitro) |
DMSO : ≥ 150 mg/mL (~391.89 mM) H2O : ~100 mg/mL (~261.26 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 100 mg/mL (261.26 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6126 mL | 13.0630 mL | 26.1260 mL | |
| 5 mM | 0.5225 mL | 2.6126 mL | 5.2252 mL | |
| 10 mM | 0.2613 mL | 1.3063 mL | 2.6126 mL |