Synonym
Dipin; NSC80096; NSC-80096; NSC 80096
IUPAC/Chemical Name
1,4-Bis(bis-(1-aziridinyl)phosphinyl)piperazine
InChi Key
RWNNRGBCWXOVAC-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H24N6O2P2/c19-21(15-5-6-15,16-7-8-16)13-1-2-14(4-3-13)22(20,17-9-10-17)18-11-12-18/h1-12H2
SMILES Code
O=P(N1CCN(P(N2CC2)(N3CC3)=O)CC1)(N4CC4)N5CC5
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Biological target:
Dipin is a calcium channel blocker, prescribed for high blood pressure and chest pain.
In vivo activity:
To introduce DNA damage, mice were treated with the alkylating drug, 1,4-bis[N,N'-di(ethylene)-phosphamide]piperazine (Dipin) 2 hours before PH. Cell-cycle progression was monitored by 5-bromo-2-deoxyuridine (BrdU) incorporation into the DNA, the frequency of mitoses, the expression of cell-cycle control genes, and by flow cytometry. Dipin treatment resulted in cell-cycle arrest at the G2/M boundary without affecting G0/G1 and G1/S transitions.
Reference: Hepatology. 1998 Aug;28(2):537-46. https://pubmed.ncbi.nlm.nih.gov/9696022/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
346.31
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. Jensen MR, Factor VM, Thorgeirsson SS. Regulation of cyclin G1 during murine hepatic regeneration following Dipin-induced DNA damage. Hepatology. 1998 Aug;28(2):537-46. doi: 10.1002/hep.510280235. PMID: 9696022.
2. Factor VM, Radaeva SA, Thorgeirsson SS. Origin and fate of oval cells in dipin-induced hepatocarcinogenesis in the mouse. Am J Pathol. 1994 Aug;145(2):409-22. PMID: 8053498; PMCID: PMC1887389.
In vivo protocol:
1. Jensen MR, Factor VM, Thorgeirsson SS. Regulation of cyclin G1 during murine hepatic regeneration following Dipin-induced DNA damage. Hepatology. 1998 Aug;28(2):537-46. doi: 10.1002/hep.510280235. PMID: 9696022.
2. Factor VM, Radaeva SA, Thorgeirsson SS. Origin and fate of oval cells in dipin-induced hepatocarcinogenesis in the mouse. Am J Pathol. 1994 Aug;145(2):409-22. PMID: 8053498; PMCID: PMC1887389.
1: Factor VM, Radaeva SA, Thorgeirsson SS. Origin and fate of oval cells in dipin-induced hepatocarcinogenesis in the mouse. Am J Pathol. 1994 Aug;145(2):409-22. PMID: 8053498; PMCID: PMC1887389.
2: Uryvaeva IV. Model' repopuliatsii pecheni, povrezhdennoĭ dipinom [A model of regeneration of the liver damaged by dipin]. Biull Eksp Biol Med. 1997 Oct;124(10):364-8. Russian. PMID: 9410159.
3: Jensen MR, Factor VM, Thorgeirsson SS. Regulation of cyclin G1 during murine hepatic regeneration following Dipin-induced DNA damage. Hepatology. 1998 Aug;28(2):537-46. doi: 10.1002/hep.510280235. PMID: 9696022.
4: Stepanova ES. Toksichnost' i protivoopukholevaia aktivnost' antibiotika rubomitsina i dipina pri sochetanii ikh s diuretikami (diakarbom) [Toxicity and antitumor activity of the antibiotic rubomycin and dipin in combination with diuretics (diacarb)]. Antibiotiki. 1976 Mar;21(3):262-6. Russian. PMID: 946939.
5: Faktor VM, Uryvaeva IV, Sokolova AS, Chernov VA, Brodsky WY. Kinetics of cellular proliferation in regenerating mouse liver pretreated with the alkylating drug dipin. Virchows Arch B Cell Pathol Incl Mol Pathol. 1980;33(2):187-97. doi: 10.1007/BF02899181. PMID: 6109401.
6: Averbukh LA. Razvitie ustoĭchivosti u kletok limfadenoza Fishera k dipinu i bruneomitsinu pri razdel'nom i sochetannom primenenii étikh preparatom [Development of resistance in Fisher lymphadenosis cells to dipin and bruneomycin when these preparations are used separately and in combination]. Antibiotiki. 1975 Apr;20(4):307-11. Russian. PMID: 1211895.
7: Matos JC, Oliveira C, Gonçalves MC. Daylight Bactericidal Titania Textiles: A Contribution to Nosocomial Infections Control. Molecules. 2019 May 16;24(10):1891. doi: 10.3390/molecules24101891. PMID: 31100977; PMCID: PMC6572034.
8: Domaratskaia EI, Bueverova EI, Paiushina OD, Starostin VI. [Alkylating damage by dipin of hematopoietic and stromal cells of the bone marrow]. Izv Akad Nauk Ser Biol. 2005 May-Jun;(3):267-72. Russian. PMID: 16004256.
9: Kulibin AIu, Zakhidov ST, Marshak TL, Chelombit'ko OM. [Response of the spermatogenic system to chemical mutagen dipin in SAMP1 senesce-accelerated mice]. Izv Akad Nauk Ser Biol. 2008 May-Jun;(3):272-82. Russian. PMID: 18663966.
10: POLEZHAEVA AI, GRUSHINA AA. [On pharmacology of dipin]. Farmakol Toksikol. 1959 Nov-Dec;22:533-8. Russian. PMID: 14433760.
