MedKoo Cat#: 462135 | Name: DPPI 1c hydrochloride
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

DPPI 1c is an inhibitor of dipeptidyl peptidase 4. It decreased plasma glucose levels by 46 to 67% in an oral glucose challenge in fasted, diabetic KK/H1J mice when administered at doses ranging from 0.3 to 5 mg/kg.

Chemical Structure

DPPI 1c hydrochloride
DPPI 1c hydrochloride
CAS#866396-70-5

Theoretical Analysis

MedKoo Cat#: 462135

Name: DPPI 1c hydrochloride

CAS#: 866396-70-5

Chemical Formula: C14H21ClN4O2

Exact Mass: 312.1353

Molecular Weight: 312.80

Elemental Analysis: C, 53.76; H, 6.77; Cl, 11.33; N, 17.91; O, 10.23

Price and Availability

Size Price Availability Quantity
1mg USD 350.00 2 Weeks
5mg USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
DPPI 1c hydrochloride; DPPI 1c HCl;
IUPAC/Chemical Name
(2R,5S)-rel-1-[2-[[1-(hydroxymethyl)cyclopentyl]amino]acetyl]-2,5-pyrrolidinedicarbonitrile, monohydrochloride
InChi Key
RHCWAHDCHQTNBR-IWKKHLOMSA-N
InChi Code
InChI=1S/C14H20N4O2.ClH/c15-7-11-3-4-12(8-16)18(11)13(20)9-17-14(10-19)5-1-2-6-14;/h11-12,17,19H,1-6,9-10H2;1H/t11-,12+;
SMILES Code
N#C[C@@H]1N(C(CNC2(CO)CCCC2)=O)[C@H](C#N)CC1.[H]Cl
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
A DPP-4 inhibitor.
In vitro activity:
1-({[1-(Hydroxymethyl)cyclopentyl]amino}acetyl)pyrrolidine-2,5-cis-dicarbonitrile (1c) is an achiral, slow-binding (time-dependent) inhibitor of DPP-IV that is selective for DPP-IV over other DPP isozymes and proline specific serine proteases, and which has oral bioavailability in preclinical species and in vivo efficacy in animal models. Reference: J Med Chem. 2006 Jun 1;49(11):3068-76. https://pubmed.ncbi.nlm.nih.gov/16722626/
In vivo activity:
1-({[1-(Hydroxymethyl)cyclopentyl]amino}acetyl)pyrrolidine-2,5-cis-dicarbonitrile (1c) is an achiral, slow-binding (time-dependent) inhibitor of DPP-IV that is selective for DPP-IV over other DPP isozymes and proline specific serine proteases, and which has oral bioavailability in preclinical species and in vivo efficacy in animal models. Reference: J Med Chem. 2006 Jun 1;49(11):3068-76. https://pubmed.ncbi.nlm.nih.gov/16722626/
Solvent mg/mL mM
Solubility
DMSO 31.3 100.00
Water 15.6 50.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 312.80 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Wright SW, Ammirati MJ, Andrews KM, Brodeur AM, Danley DE, Doran SD, Lillquist JS, McClure LD, McPherson RK, Orena SJ, Parker JC, Polivkova J, Qiu X, Soeller WC, Soglia CB, Treadway JL, VanVolkenburg MA, Wang H, Wilder DC, Olson TV. cis-2,5-dicyanopyrrolidine inhibitors of dipeptidyl peptidase IV: synthesis and in vitro, in vivo, and X-ray crystallographic characterization. J Med Chem. 2006 Jun 1;49(11):3068-76. doi: 10.1021/jm0600085. PMID: 16722626.
In vitro protocol:
1. Wright SW, Ammirati MJ, Andrews KM, Brodeur AM, Danley DE, Doran SD, Lillquist JS, McClure LD, McPherson RK, Orena SJ, Parker JC, Polivkova J, Qiu X, Soeller WC, Soglia CB, Treadway JL, VanVolkenburg MA, Wang H, Wilder DC, Olson TV. cis-2,5-dicyanopyrrolidine inhibitors of dipeptidyl peptidase IV: synthesis and in vitro, in vivo, and X-ray crystallographic characterization. J Med Chem. 2006 Jun 1;49(11):3068-76. doi: 10.1021/jm0600085. PMID: 16722626.
In vivo protocol:
1. Wright SW, Ammirati MJ, Andrews KM, Brodeur AM, Danley DE, Doran SD, Lillquist JS, McClure LD, McPherson RK, Orena SJ, Parker JC, Polivkova J, Qiu X, Soeller WC, Soglia CB, Treadway JL, VanVolkenburg MA, Wang H, Wilder DC, Olson TV. cis-2,5-dicyanopyrrolidine inhibitors of dipeptidyl peptidase IV: synthesis and in vitro, in vivo, and X-ray crystallographic characterization. J Med Chem. 2006 Jun 1;49(11):3068-76. doi: 10.1021/jm0600085. PMID: 16722626.
1. Wright, S.W., Ammirati, M.J., Andrews, K.M., et al. cis-2,5-Dicyanopyrrolidine inhibitors of dipeptidyl peptidase IV: Synthesis and in vitro, in vivo, and X-ray crystallographic characterization. J. Med. Chem. 49(11), 3068-3076 (2006).