Centchroman, a selective estrogen receptor modulator, as a contraceptive and for the management of hormone-related clinical disorders

Medicinal Research Reviews

Volumn 21, Issue 4, 2001, Pages 302-347

  Singh, M M ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

Centchroman; Contraceptive; Ormeloxifene; SERM

Indexed keywords

CENTCHROMAN; IBUPROFEN; RIFAMPICIN; SELECTIVE ESTROGEN RECEPTOR MODULATOR;

ATHEROGENESIS; CLINICAL TRIAL; DERMATITIS; DRUG EFFICACY; DRUG HALF LIFE; DRUG INDICATION; DRUG MECHANISM; DRUG SAFETY; DRUG STRUCTURE; ENDOCRINE DISEASE; HUMAN; MALE INFERTILITY; META ANALYSIS; METRORRHAGIA; MULTICENTER STUDY; NONHUMAN; ORAL CONTRACEPTION; OSTEOPOROSIS; OVULATION INDUCTION; PHASE 1 CLINICAL TRIAL; PHASE 2 CLINICAL TRIAL; PHASE 3 CLINICAL TRIAL; RAT; RESTENOSIS; REVIEW;

ANIMALS; CENTCHROMAN; CONTRACEPTIVES, POSTCOITAL, HORMONAL; ESTROGEN ANTAGONISTS; FEMALE; HUMANS; MALE; RECEPTORS, ESTROGEN;

EID: 0034971572     PISSN: 01986325     EISSN: None     Source Type: Journal    
DOI: 10.1002/med.1011     Document Type: Review

References (208)

1. Proposed international nonproprietary names: List 69
2. Centchroman: Contraceptive, antiestrogen
3. Centchroman: Antineoplastic, antiestrogen (EN: 090296)
4. India launches the new weekly contraceptive pill
5. Centchroman: A nonsteroidal antifertility agent
6. Centchroman: Current status as a contraceptive
7. Centchroman
8. Clinical evaluation of centchroman: A new oral contraceptive
9. Contraceptive efficacy and safety of centchroman with biweekly-cum-weekly schedule
10. Centchroman: Current status as a contraceptive
11. Results of multicentric trial of centchroman
12. Efficacy and safety of centchroman in clinical practice: A retrospective study
13. Contraceptive and non-contraceptive benefits of centchroman
14. Contraceptive and non-contraceptive benefits of centchroman
15. Contraceptive and non-contraceptive benefits of centchroman
16. Biochemical pharmacology of antiestrogen action
17. Experimental methods of contraception
18. Post-coital contraception
19. Basic guide to the mechanism of antiestrogen action
20. Studies on centchroman and 7-desmethyl centchroman
21. 3 generations
22. Antifertility agents. 12. Structure-activity relationship of 3,4-diphenyl chromenes and chromans
23. Centchroman
24. Centchroman: Contraceptive
25. Studies on centchroman, a new antifertility compound
26. Studies in antifertility agents. 50 Stereoselective binding of D-and L-centchroman to estrogen receptors and their antifertility activity
27. Anticlastogenic effects of centchroman and its enantiomers in Swiss albino mice: I. Acute study and their comparison with tamoxifen
28. A possible basis for structure-function relationship of estrogen
29. Centchroman: Antineoplastic
30. Development of estrogen antagonists as pharmaceutical agents
31. An X-ray crystallographic study of the nonsteroidal contraceptive agent centchroman
32. Tissue distribution and pharmacokinetics of centchroman a new nonsteroidal post-coital contraceptive agent and its 7-desmethyl metabolite in female rats after a single oral dose
33. Antifertility agents. 38. Effect of the side chain and its position on the activity of 3,4-diarylchromans
34. A facile synthesis of a 3,4-trans-7-hydroxy-2,2-di-methyl-3-phenyl-4-(p-pyrrolidinoethoxyphenyl) chroman
35. Antifertility activity of 3,4-trans-2,2-dimethyl-3-phenyl-4-p(β-pyrrolidinoethoxy)-phenyl-7- methoxychroman
36. Effect of some non-steroidal antifertility agents on the biochemistry of the uterus and uterine fluids in rats
37. Biological profile of centchroman - A new post-coital contraceptive
38. Centchroman - A post-coital contraceptive agent
39. Effect of centchroman on pre-implantation embryonic development and tubal transport in mice
40. Fetal resorption in rats treated with an antiestrogen in relation to luteal phase nidatory estrogen secretion
41. Is there a role for antiestrogens (estrogen antagonists) in the regulation of fertility?
42. Effect of centchroman on tubal transport and pre-implantation embryonic development in rats
43. Duration of anti-implantation action of the triphenylethylene antiestrogen centchroman in adult female rats
44. Effect of some nonsteroidal antifertility agents on histology and biochemistry of the uterus and uterine fluid during delayed implantation in rats
45. Effect of intravaginal instillation of some non-steroidal antifertility agents on pregnancy in rats
46. In vitro and in vivo evaluation of novel injectable contraceptive preparations of centchroman
47. Effects of centchroman, a synthetic estrogen antagonist on the fertility of female hamsters
48. Hormonal requirements for uterine decidualization and implantation: Effect of hormone antagonists and agonists
49. Effects of anti-estrogens on early pregnancy in guinea pigs
50. Clinical pharmacology studies with centchroman
51. Non-steroidal anti-implantation agents
52. Clinical trial (Phase II) of Centchroman: A new weekly-cum-post-coital oral contraceptive
53. Molecules with restricted conformational mobility - An approach to drug design
54. Centchroman, oral contraceptive, extended Phase III clinical trials
55. High performance liquid chromatographic (HPLC) determination of centchroman in human serum and application to single dose pharmacokinetics
56. Study report on the use of centchroman
57. Centchroman: Non-steroidal oral contraceptive
58. Induction of ovulation in human with centchroman, a preliminary report
59. Response of rabbit uterus primed with non-steroidal estrogens to progesterone
60. Estrogenicity of some nonsteroidal compounds
61. Antiestrogenicity of some nonsteroidal compounds
62. Mode of action of a new non-steroidal, post-coital antifertility agent ('centchroman': 67/20') in rats
63. Mode of action of a new nonsteroidal post-coital antifertility agent (centchroman: 67/20 CDRI) in rats
64. Effect of centchroman on the uptake of tritiated estradiol-17β and progesterone by different tissues of ovariectomized rats
65. Nature of estrogenic and antiestrogenic actions of centchroman in rat uterus
66. Effect of L-dopa on centchroman induced prolactin levels in female rats
67. Mode of action of centchroman on hypothalamo-pituitary axis in male rats
68. Effect of centchroman on the ovary and uterus of unilaterally ovariectomized rats
69. Antiestrogenic action of centchroman in persistent estrous rats
70. Effect of centchroman on the binding of estrogen to rabbit reproductive tract tissue
71. Post-coital contraceptive and uterotrophic effects of centchroman in mice
72. Centchroman-elicited depletion of cyclic AMP in incubated rat hypothalamus
73. Effect of long-term centchroman treatment on the reproductive organs of female rats
74. Estrogenic and antiestrogenic effects of centchroman
75. Effect of centchroman and tamoxifen on protein patterns of fallopian tubes of rhesus monkeys, Macaca mulatta
76. Effect of centchroman on morphological & biochemical changes induced by testosterone propionate in uterus of rats
77. Progestational and antiprogestational effects of centchroman in mouse and rabbit
78. Clinical and biological studies with centchroman
79. Induction of implantation by some nonsteroidal agents in rats undergoing experimental delay
80. Effect of 3,4-trans-2,2-dimethyl-3-phenyl-4-p(β-pyrrolidinoethoxy)-phenyl-7- methoxy chroman (centchroman) on the biochemistry of the fallopian tube and uterus of rhesus monkeys (Macaca mulatta)
81. Phenotypical response in different cell types of rat uterus to centchroman: A qualitative analysis
82. Time-related effects of a triphenylethylene antiestrogen on estrogen-induced changes in uterine weight, estrogen receptors, and endometrial sensitivity in rats
83. 3H-estradiol-17β uptake by immature rat uterus after centchroman treatment
84. D- and L-Centchroman
85. Effect of some nonsteroidal substances on decidual cell reaction in immature rats
86. Effect of administration of centchroman to rats at diestrus on the uptake of labeled progesterone by the uterus at proestrus
87. Failure of centchroman to counteract progesterone induced changes in the uterus of delayed implantation rats
88. Ultrastructural effects of the nonsteroidal contraceptive centchroman on rat uterine luminal epithelium in early pregnancy
89. Centchroman: Contraceptive
90. Some aspects of clinical studies with centchroman: A preliminary report
91. Inhibition of progesterone induced development of giant mitochondria in uterine glandular epithelial cells by an antiestrogen in rat
92. Correlation of pinopod development on uterine luminal epithelial surface with hormonal events and endometrial sensitivity in rat
93. Inhibitory effect of centchroman (a non steroidal compound) on LH & FSH secretion in the castrated male and female rats
94. Uterine estradiol and progesterone receptor concentration, activities of certain antioxidant enzymes and dehydrogenases and histoarchitecture in relation to time of secretion of nidatory estrogen and high endometrial sensitivity in rat
95. Centchroman: Contraceptive
96. Effect of long term centchroman treatment on plasma steroid and peptide hormones in female rhesus monkeys (Macaca mulatta)
97. Effect of prolonged centchroman treatment on pituitary gonadotrophic activity in rhesus monkeys
98. Centchroman: Antineoplastic, antiestrogen
99. Effect of centchroman on the genital organs of the offsprings of rats when administered during lactation or during the neonatal period: A comparative study with ethynylestradiol and diethylstilbestrol
100. Sexual maturation in male rats after centchroman and naphthofuran administration during the neonatal period
101. Estrogen, androgen and antiestrogen response in the accessory organs of male rats during different phases of life
102. Centchroman: Tissue distribution and excretion profile in albino rats after oral and intravenous administration
103. Activity profile of centchroman in healthy female volunteers
104. Effect of centchroman on ovarian responsiveness to exogenous gonadotrophin in immature female rats
105. Effect of centchroman on serum gonadotrophins and prolactin in rats
106. The effect of centchroman on serum luteinizing hormone in normal males
107. Levormeloxifene, a new partial estrogen receptor agonist, demonstrates antiresorptive and antiatherogenic properties in post-menopausal women
108. Influence of non-steroidal antiestrogen, centchroman on vaginal opening and ovulation in preweanling rats
109. Monoamine oxidase activity in the pituitary of mice after estrogen, progesterone and centchroman treatment
110. Monoamine oxidase concentration in median eminence, pituitary and uterus of rat after estrogen and centchroman treatment
111. Centchroman: A novel drug for DUB
112. Efficacy of centchroman and its effect on ovulation
113. In vitro effect of estrogen-antagonist on motility and penetration ability of human spermatozoa
114. Centchroman: Contraceptive
115. Viability and development of tube locked mouse embryos
116. Effect of centchroman on in vitro steroid metabolism by pre-implantation rabbit blastocysts
117. Determination of estrogenic/antiestrogenic potential of antifertility substances using rat uterine peroxidase assay
118. Uterine luminal epithelial alkaline phosphatase activity and pinopod development in relation to endometrial sensitivity in rat
119. + concentration of serum and uterine flushings of rats
120. Effect of long term centchroman treatment on some estrogen sensitive biochemical constituents in the genital organs of female rhesus monkeys (Macaca mulatta)
121. Effect of centchroman (67/20) and 78/224 on nucleic acid and protein biosynthesis during implantation in rats
122. Carbohydrate metabolism in the genital organs of adult female rhesus monkeys: Effect of prolonged treatment with centchroman, an anti-implantation agent
123. Mechanism of action of nonsteroidal antiestrogens: A possible link with antiinflammatory activity
124. Evaluation of piperidinoethoxy moiety as an antiestrogenic substitute in non-steroidal antiestrogens: Fertility regulation
125. Studies on centchroman: Effect of post-partum treatment on growth rate and fertility performance of lactating young ones
126. Centchroman: In vitro metabolism by rat liver homogenate
127. Studies on antifertility agents Part XX. 2,3-cis-3,4-cis- & 2,3-trans-3, 4-trans-2-Methyl-3-phenyl-4-(p-(β-pyrrolidinoethoxy)phenyl)-7-methoxy chroman
128. Seco-oestradiols and some non-steroidal oestrogens: Structural correlates of oestrogenic action
129. Enhanced antifertility activity of non-steroidal molecules with 3-n-butylamino-2-hydroxypropyloxy side chain
130. A new synthesis of cis- & trans-3-phenyl-4[4-(β-pyrrolidinoethoxy)-phenyl]-7-methoxy chroman
131. Cis-isomer of centchroman - A selective ligand for the microsomal antiestrogen binding site
132. Structure-activity relationship of antiestrogens: Phenolic analogues of 2,3-diaryl-2H-1-benzopyrans
133. Centchroman: Binding with plasma proteins of rat, rabbit, guinea pig, and rhesus monkey
134. Characterization of centchroman binding protein in plasma of rhesus monkey (Macaca mulatta)
135. Binding of centchroman - A nonsteroidal antifertility agent in human plasma proteins
136. Binding of centchroman as determined by charcoal adsorption method
137. Centchroman: Effect on blood lipids
138. Simultaneous liquid chromatographic determination of centchroman and its 7-demethylated metabolite in serum and milk
139. Determination of cis- and trans-centchroman in its dosage forms by high-performance liquid chromatography
140. Studies in development of immunoassays: Part I. Synthesis of a 3,4-trans-2,2-dimethyl-3-(m-hydroxy phenyl)-4-(p-pyrrolidinoethoxy phenyl)-7-methoxychroman-BSA conjugate, an immunogen of centchroman
141. Studies in development of immunoassay: Part II. Strategies for the preparation of heptan-protein conjugate of centchroman
142. Pharmacokinetics of centchroman in healthy female subjects after oral administration
143. Influence of centchroman on some hepatic microsomal enzymes in female rhesus monkeys
144. 14C-labeled centchroman in the rhesus monkey (Macaca mulatta)
145. Excretion of centchroman in breast milk
146. Pharmacokinetics of centchroman in nursing women and passage into breast milk
147. Centchroman kinetics and disposition into breast milk
148. Centchroman: A new nonsteroidal oral contraceptive in human milk
149. Multiple-dose pharmacokinetics of centchroman in female volunteers
150. Pharmacokinetic studies on centchroman: Drug monitoring
151. Dose-related differences in serum concentration of centchroman in female volunteers
152. Comparative bioavailability of two commercial centchroman tablets in healthy female subjects
153. 12C) chroman
154. Mode of action of centchroman at vaginal and ovarian level in immature rats
155. Centchroman - A new antiestrogenic and non-steroidal agent in the management of advanced breast cancer
156. Centchroman: A non-steroidal anticancer agent for advanced breast cancer: Phase II study
157. Centchroman - A new non-steroidal anticancer agent for advanced breast cancer: A Phase II study
158. Centchroman: Antiestrogen, antineoplastic
159. Clinical efficacy of centchroman in management of advanced cancer of breast
160. Role of ormeloxifene in fibroblastic breast
161. Centchroman in AUB
162. Centchroman, a nonsteroidal antiestrogen, is a bone-specific estrogen agonist in the ovariectomized rat
163. Effect of dl-ormeloxifene, a selective estrogen receptor modulator, on bone turnover rate in ovariectomized adult female Sprague Dawley rats
164. Alteration in bone mineral density and alkaline phosphatase by dl-ormeloxifene in osteopenic rats
165. Levormeloxifene, a nonsteroidal, partial estrogen agonist, prevents bone loss, reduces serum cholesterol and exerts a nonproliferative action on uterine tissue in the ovariectomized rat
166. Effect of levormeloxifene, a partial estrogen receptor agonist, on serum cholesterol, osteocalcin and bone in the ovariectomized rat
167. Effect of levormeloxifene, a partial estrogen receptor agonist, on body weight and food conversion efficacy, and uterus in the ovariectomized rat
168. Recent developments in the chemotherapy of osteoporosis
169. Emerging therapies for the prevention or treatment of post-menopausal osteoporosis
170. The bone-specific estrogen centchroman inhibits osteoclastic bone resorption in vitro
171. Differential effects of tamoxifen-like compounds on osteoclastic bone degradation, H(+)-ATPase activity, calmodulin-dependent cyclic nucleotide phosphodiesterase activity, and calmodulin binding
172. Novo Nordisk revises SERM predictions
173. Novo Nordisk denies SERM failure
174. Novo Nordisk drops levormeloxifene
175. A partial estrogen receptor agonist with strong antiatherogenic properties without noticeable effect on reproductive tissue in cholesterol-fed female and male rabbits
176. Significant reduction of the antiatherogenic effect of estrogen by long-term inhibition of nitric oxide synthesis in cholesterol-clamped rabbits
177. Ormeloxifene: Contraceptive (EN: 090296)
178. Effect of centchroman on serum and liver lipids of female rhesus monkey (Macaca mulatta)
179. Effect of centchroman on lipid metabolism in genital organs of female rhesus monkeys (Macaca mulatta)
180. Ormeloxifene: Contraceptive, antiestrogen (EN: 090296)
181. Effect of centchroman administration in normospermic and oligospermic individuals
182. Effects of centchroman on the reproductive system, adrenal gland and liver function in male rats
183. Anti-inflammatory and some other pharmacological effects of 3,4-trans-2, 2-dimethyl-3-phenyl-4-p(β-pyrrolidino ethoxy phenyl)-7-methoxy chroman (centchroman)
184. Acute toxicity and pharmacology of centchroman
185. Biochemical mechanism of action of anti-inflammatory drugs
186. Prostanoid mediated effects of centchroman, a nonsteroidal oral contraceptive
187. Chronic toxicity studies of centchroman in rats and rhesus monkey
188. Centchroman: Toxicity studies in rats
189. Centchroman, an oral contraceptive: Toxicity
190. Anti-inflammatory activity of a new chroman derivative, centchroman
191. Pharmacokinetic studies on centchroman
192. Influence of centchroman on prenatal development in mice and rabbits
193. Antimutagenic effects of centchroman - A contraceptive and a candidate drug for breast cancer in multiple mutational assays
194. Comparative antimutagenic effects of D- and L-centchroman and their comparison with tamoxifen in Salmonella assay
195. Absence of sister chromatid exchange and chromosome aberrations in mice after in vivo exposure of centchroman - A new non-steroidal oral contraceptive
196. Evaluation of interaction potential of centchroman with ibuprofen upon post-coital oral co-administration in rats
197. Centchroman-rifampicin interaction in rats upon post-coital oral co-administration
198. Studies on centchroman: Interaction with certain concurrently administered drugs in rat
199. Interaction studies on a new oral contraceptive centchroman with two analgesics in Charles Foster rats
200. Modulatory influence of oral contraceptives on mammary growth pattern of normal and ovariectomized mice