Synonym
Metahexestrol; NSC366211; NSC-366211; NSC 366211; NSC297170; NSC-297170; NSC 297170;
IUPAC/Chemical Name
3,3'-((3R,4S)-hexane-3,4-diyl)diphenol
InChi Key
KUJAWCSIKNKXLL-HDICACEKSA-N
InChi Code
1S/C18H22O2/c1-3-17(13-7-5-9-15(19)11-13)18(4-2)14-8-6-10-16(20)12-14/h5-12,17-20H,3-4H2,1-2H3/t17-,18+
SMILES Code
CC[C@@H]([C@@H](CC)C1=CC(O)=CC=C1)C2=CC=CC(O)=C2
Appearance
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
270.37
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 |
1: Gupta SP, Handa A. Quantitative structure-activity relationship study on hexestrol and metahexestrol derivatives interacting with estrogen receptors. Res Commun Chem Pathol Pharmacol. 1987 Mar;55(3):357-66. PMID: 3033781.
2: Hartmann RW, Heindl A, Schönenberger H. Ring-substituted 1,2-dialkylated 1,2-bis(hydroxyphenyl)ethanes. 2. Synthesis and estrogen receptor binding affinity of 4,4'-, 5,5'-, and 6,6'-disubstituted metahexestrols. J Med Chem. 1984 May;27(5):577-85. doi: 10.1021/jm00371a004. PMID: 6325689.
3: Hartmann RW. Influence of alkyl chain ramification on estradiol receptor binding affinity and intrinsic activity of 1,2-dialkylated 1,2-bis(4- or 3-hydroxyphenyl)ethane estrogens and antiestrogens. J Med Chem. 1986 Sep;29(9):1668-74. doi: 10.1021/jm00159a018. PMID: 3018243.
4: Kranzfelder G, Hartmann RW, von Angerer E, Schönenberger H, Bogden AE. 3,4-bis(3'-hydroxyphenyl)hexane--a new mammary tumor-inhibiting compound. J Cancer Res Clin Oncol. 1982;103(2):165-80. doi: 10.1007/BF00409646. PMID: 6284766.
5: Hartmann RW, Buchborn H, Kranzfelder G, Schönenberger H, Bogden A. Potential antiestrogens. Synthesis and evaluation of mammary tumor inhibiting activity of 1,2-dialkyl-1,2-bis(3'-hydroxyphenyl)ethanes. J Med Chem. 1981 Oct;24(10):1192-7. doi: 10.1021/jm00142a014. PMID: 6276542.
6: Hartmann RW. Tumor growth-stimulating and inhibiting effects of antiestrogens on the DMBA-induced mammary carcinoma of the ovariectomized, diethylstilbestrol- treated SD rat. A study on the mechanism of action of antiestrogens. Eur J Cancer Clin Oncol. 1983 Jul;19(7):959-64. doi: 10.1016/0277-5379(83)90065-2. PMID: 6309529.
7: Hartmann RW, Schönenberger H, Wrobel KH. 3,4-bis(3'-hydroxyphenyl)hexane--a new mammary tumor-inhibiting compound. Studies on the mechanism of action on the DMBA-induced, hormone-dependent mammary tumor of the rat. J Cancer Res Clin Oncol. 1982;103(3):241-54. doi: 10.1007/BF00409700. PMID: 6288725.
8: Hartmann RW. Screening procedure for the development of mammary tumour- inhibiting anti-oestrogens. Cancer Treat Rev. 1984 Mar;11 Suppl A:155-61. doi: 10.1016/0305-7372(84)90055-0. PMID: 6329512.
