WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H535228
CAS#: 3546-10-9
Description: Phenesterin is an alkylating agent.
Hodoodo Cat#: H535228
Name: Phenesterin
CAS#: 3546-10-9
Chemical Formula: C39H59Cl2NO2
Exact Mass: 643.39
Molecular Weight: 644.806
Elemental Analysis: C, 72.65; H, 9.22; Cl, 11.00; N, 2.17; O, 4.96
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Synonym: Phenesterin
IUPAC/Chemical Name: Cholest-5-en-3-ol (3beta)-, 4-(bis(2-chloroethyl)amino)benzeneacetate
InChi Key: SPJCRMJCFSJKDE-ZWBUGVOYSA-N
InChi Code: InChI=1S/C39H59Cl2NO2/c1-27(2)7-6-8-28(3)34-15-16-35-33-14-11-30-26-32(17-19-38(30,4)36(33)18-20-39(34,35)5)44-37(43)25-29-9-12-31(13-10-29)42(23-21-40)24-22-41/h9-13,27-28,32-36H,6-8,14-26H2,1-5H3/t28-,32+,33+,34-,35+,36+,38+,39-/m1/s1
SMILES Code: CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](OC(CC5=CC=C(N(CCCl)CCCl)C=C5)=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 644.81 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: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Bennett JM, Frank J, Sears M, Lagakos SW, Horton J, Colsky J, Hall TC. A phase II study of phenesterin (NSC-104469). Med Pediatr Oncol. 1978;4(3):241-6. doi: 10.1002/mpo.2950040307. PMID: 355820.
2: Ansfield FJ, Carter AC, Goldenberg IS, Segaloff A. Phase I study of phenesterin (NSC-104469). Cancer Chemother Rep. 1971 Jun;55(3):259-63. PMID: 5000532.
3: Bloom RE, Polivogianis L, Davis TE, Bennett JM, Horton J. Phase II evaluation of phenesterin in patients with advanced ovarian cancer. Cancer Treat Rep. 1983 Jun;67(6):601-2. PMID: 6861167.
4: National Toxicology Program. Bioassay of phenesterin for possible carcinogenicity. Natl Cancer Inst Carcinog Tech Rep Ser. 1978;60:1-146. PMID: 12830237.
5: Vollmer EP, Taylor DJ, Masnyk IJ, Cooney D, Levine B, Piczak C, Trench L. Phenesterin (NSC-104469)--clinical brochure. Cancer Chemother Rep 3. 1973 Jan;4(1):103-19. PMID: 4634116.
6: Degteva SA, Platonova GN. Vliianie asazola i fenesterina na krovetvroenie obez'ian [Effect of asazol and phenesterin on the hemopoiesis of monkeys]. Farmakol Toksikol. 1968 Jul-Aug;31(4):470-2. Russian. PMID: 4972356.
7: DEGTEVA SA. O SPEKTRE I IZBIRATEL'NOSTI PROTIVOOPUKHOLEVOGO DE ISTVIIA FENESTERINA [SPECTRUM AND SELECTIVITY OF THE ANTINEOPLASTIC AGENT PHENESTERIN]. Vopr Onkol. 1964;10:52-6. Russian. PMID: 14314135.
8: DEGTEVA SA. EXPERIMENTAL RESULTS OF NEW ANTICANCER DRUG-PHENESTERIN. Acta Unio Int Contra Cancrum. 1964;20:153-6. PMID: 14151873.
9: Schaeppi U, Heyman IA, Fleischman RW, Rosenkrantz H, Ilievski V, Phelan R, Cooney DA, Davis RD. Toxicity in beagle dogs of three alkylating esters with antitumor activity: phenesterin (NSC-104469), estradiol mustard (NSC-112259), and dehydroepiandrosterone mustard (NSC-12121). Cancer Chemother Rep 3. 1973 Jan;4(1):85-95. PMID: 4267410.
10: Degteva SA. Spectrum and selectivity of antitumor action of phenesterin. Fed Proc Transl Suppl. 1965 Nov-Dec;24(6):1111-2. PMID: 5215182.
11: Iablonovskaia LIa, Degteva SA. Deĭstvie fenesterina na glial'nye opukholi mozga mysheĭ [The effect of phenesterin on glial tumors of the mouse brain]. Arkh Patol. 1965;27(12):60-3. Russian. PMID: 5875703.
12: Feldman EB, Paul H, Cheron R. Intestinal absorption of phenesterin (NSC 104469), an alkylating cholesterol ester. Cancer Chemother Rep. 1972 Feb;56(1):1-7. PMID: 5030805.
13: Saiko AA. Vliianie fenésterina na sistemu atsetilkholin--kholinésteraza v golovnom mozgu mushei [The effect of phenesterin on the acetylcholine- cholinesterase system in the brains of mice]. Vopr Onkol. 1969;15(1):82-3. Russian. PMID: 5784523.
14: Korostin VI, Lopatin PV, Kudakova NA, Kondrat'eva TS. Issledovanie in'ektsionnykh rastvorov fenesterina, prigotovlennykh na nevodnykh rastvoriteliakh [Study of injection solutions of phenesterin prepared in nonaqueous solutions]. Farmatsiia. 1975 Jan-Feb;24(1):43-6. Russian. PMID: 1222772.
15: McGregor DB, Brown A, Cattanach P, Edwards I, McBride D, Riach C, Caspary WJ. Responses of the L5178Y tk+/tk- mouse lymphoma cell forward mutation assay: III. 72 coded chemicals. Environ Mol Mutagen. 1988;12(1):85-154. doi: 10.1002/em.2860120111. Erratum in: Environ Mol Mutagen 1988;12(3):345. PMID: 3383842.
16: Trams G, v Urban M. On the function of hormone receptors in the action of steroidal alkylating agents. Z Krebsforsch Klin Onkol Cancer Res Clin Oncol. 1977 Aug 15;89(3):321-30. doi: 10.1007/BF00283786. PMID: 198984.
17: Kuo EY, Esber HJ, Taylor DJ, Bogden AE. Effects of cancer chemotherapeutic agents on endocrine organs and serum levels of estrogens, progesterone, prolactin, and luteinizing hormone. Cancer Res. 1975 Aug;35(8):1975-80. PMID: 125149.
18: Wampler GL, Catsoulacos P. Antileukemic effect of homo-aza-steroidal ester of [p-[bis(2-chloroethyl)amino]phenyl]acetic acid. Cancer Treat Rep. 1977 Jan- Feb;61(1):37-41. PMID: 861962.
19: Catsoulacos P, Catsoulacos D. Antitumor activity of homo-aza-steroidal esters of p-N, N-bis(2-chloroethyl)aminophenoxyacetic acid. Anticancer Res. 1993 Jul-Aug;13(4):1203-8. PMID: 8352545.
20: LARIONOV LF, DEGTEVA SA, LESNAIA NA. [Experimental data on an antineoplastic preparation Phenestrin]. Vopr Onkol. 1962;8(4):12-4. Russian. PMID: 14462421.
