Synonym
LF 1695; LF-1695; LF1695;
IUPAC/Chemical Name
(5-amino-2-(4-methylpiperidin-1-yl)phenyl)(4-chlorophenyl)methanone
InChi Key
RTHJIPJVGHYRMG-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H21ClN2O/c1-13-8-10-22(11-9-13)18-7-6-16(21)12-17(18)19(23)14-2-4-15(20)5-3-14/h2-7,12-13H,8-11,21H2,1H3
SMILES Code
O=C(C1=CC(N)=CC=C1N2CCC(C)CC2)C3=CC=C(Cl)C=C3
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
2934.99.03.00
Biological target:
LF 1695 is a synthetic immunomodulator.
In vitro activity:
This was further confirmed by the fact that LF 1695 inhibited the second wave of platelet aggregation induced by ADP as well as arachidonic acid effects. Incubation of platelets with [14C]arachidonic acid in the presence of 60 microM LF 1695 resulted in a strong inhibition of arachidonic acid incorporation into the various cell lipids, indicating that arachidonic acid mobilization might be due to inhibition of reacylation processes.
Reference: Biochem Pharmacol. 1989 Sep 1;38(17):2763-72. https://pubmed.ncbi.nlm.nih.gov/2505775/
In vivo activity:
CBA, H2k mice receiving a lethal dose of irradiation were injected with spleen cells from LF 1695-treated or untreated C57 Bl/6, H2b mice via different routes. Mice treated intraperitoneally with LF 1695 at 2.5 or 5 mg/kg/day showed an increase of GvHR intensity with splenic index of 1.71 and 1.80, respectively. When the animals were treated continuously through drinking water containing LF 1695 (4 mg/kg, 10 mg/kg or 100 mg/kg), these ratios were: 1.82, 1.10 and 1.37, respectively. Finally, LF 1695 enhanced GvHR significantly when used at low doses, while high doses induced a decrease of GvHR intensity.
Reference: Int J Immunopharmacol. 1991;13(5):599-604. https://pubmed.ncbi.nlm.nih.gov/1838358/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
328.84
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.
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. Hullin F, Ragab-Thomas JM, Sepulchre C, Pascal M, Chap H, Douste-Blazy L. Stimulation of 12-HETE production in human platelets by an immunomodulator, LF 1695. Evidence for activation of arachidonate liberation coupled to cyclo-oxygenase inhibition. Biochem Pharmacol. 1989 Sep 1;38(17):2763-72. doi: 10.1016/0006-2952(89)90429-2. PMID: 2505775.
2. Pascal M, Derrepas P. Increased interleukin-1 and modulation of interleukin-2 production by murine macrophages and lymphocytes treated with LF 1695. Int J Immunopharmacol. 1986;8(5):499-508. doi: 10.1016/0192-0561(86)90045-7. PMID: 3019905.
3. Othman O, Touraine JL, Sanhadji K, Pascal M. A new immunomodulator, LF 1695--II. Effects on allogenic and antigenic responses. Int J Immunopharmacol. 1991;13(5):599-604. doi: 10.1016/0192-0561(91)90082-i. PMID: 1838358.
4. Thorel T, Joseph M, Capron A, Vorng H, Pascal M. In vitro and in vivo immunomodulation by LF 1695 of human and rat macrophages and platelets in schistosomiasis. Int J Immunopharmacol. 1988;10(6):739-46. doi: 10.1016/0192-0561(88)90027-6. PMID: 3143681.
In vitro protocol:
1. Hullin F, Ragab-Thomas JM, Sepulchre C, Pascal M, Chap H, Douste-Blazy L. Stimulation of 12-HETE production in human platelets by an immunomodulator, LF 1695. Evidence for activation of arachidonate liberation coupled to cyclo-oxygenase inhibition. Biochem Pharmacol. 1989 Sep 1;38(17):2763-72. doi: 10.1016/0006-2952(89)90429-2. PMID: 2505775.
2. Pascal M, Derrepas P. Increased interleukin-1 and modulation of interleukin-2 production by murine macrophages and lymphocytes treated with LF 1695. Int J Immunopharmacol. 1986;8(5):499-508. doi: 10.1016/0192-0561(86)90045-7. PMID: 3019905.
In vivo protocol:
1. Othman O, Touraine JL, Sanhadji K, Pascal M. A new immunomodulator, LF 1695--II. Effects on allogenic and antigenic responses. Int J Immunopharmacol. 1991;13(5):599-604. doi: 10.1016/0192-0561(91)90082-i. PMID: 1838358.
2. Thorel T, Joseph M, Capron A, Vorng H, Pascal M. In vitro and in vivo immunomodulation by LF 1695 of human and rat macrophages and platelets in schistosomiasis. Int J Immunopharmacol. 1988;10(6):739-46. doi: 10.1016/0192-0561(88)90027-6. PMID: 3143681.
1: Touraine JL. Effect of the immunomodulator LF 1695 on T-lymphocytes and macrophages. Activity in HIV infection. Med Oncol Tumor Pharmacother. 1989;6(1):59-61. Review. PubMed PMID: 2657251.
2: Thorel T, Joseph M, Capron A, Vorng H, Pascal M. In vitro and in vivo immunomodulation by LF 1695 of human and rat macrophages and platelets in schistosomiasis. Int J Immunopharmacol. 1988;10(6):739-46. PubMed PMID: 3143681.
3: Hullin F, Ragab-Thomas JM, Sepulchre C, Pascal M, Chap H, Douste-Blazy L. Stimulation of 12-HETE production in human platelets by an immunomodulator, LF 1695. Evidence for activation of arachidonate liberation coupled to cyclo-oxygenase inhibition. Biochem Pharmacol. 1989 Sep 1;38(17):2763-72. PubMed PMID: 2505775.
4: Othman O, Touraine JL, Sanhadji K, Pascal M. A new immunomodulator, LF 1695--II. Effects on allogenic and antigenic responses. Int J Immunopharmacol. 1991;13(5):599-604. PubMed PMID: 1838358.
5: Pascal M, Derrepas P. Increased interleukin-1 and modulation of interleukin-2 production by murine macrophages and lymphocytes treated with LF 1695. Int J Immunopharmacol. 1986;8(5):499-508. PubMed PMID: 3019905.
6: Othmane O, Touraine JL, Sanhadji K, Pascal M. A new immunomodulator, LF 1695--I. In vitro effects on the T lymphocyte lineage in man. Int J Immunopharmacol. 1985;7(4):543-8. PubMed PMID: 2931384.
7: Derrepas P, Annat J, Dutartre P, Pascal M. Implications of prostaglandin E2 synthesis and phospholipase C activation in potentiation of T-cell proliferation by LF 1695. Int J Immunopharmacol. 1991;13(5):555-63. PubMed PMID: 1783469.