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76932-56-4 | Luteinizing hormone-releasing factor (swine), 6-[3-(2-naphthalenyl)-D-alanine]-
CAS No: 76932-56-4 Catalog No: AG00392K MDL No:MFCD00871253
Product Description
Catalog Number:
AG00392K
Chemical Name:
Luteinizing hormone-releasing factor (swine), 6-[3-(2-naphthalenyl)-D-alanine]-
CAS Number:
76932-56-4
Molecular Formula:
C66H83N17O13
Molecular Weight:
1322.4713
MDL Number:
MFCD00871253
IUPAC Name:
(2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[(2-amino-2-oxoethyl)carbamoyl]pyrrolidin-1-yl]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-naphthalen-2-yl-1-oxopropan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
InChI:
InChI=1S/C66H83N17O13/c1-36(2)25-48(58(89)76-47(13-7-23-71-66(68)69)65(96)83-24-8-14-54(83)64(95)73-33-55(67)86)77-60(91)50(28-38-15-18-39-9-3-4-10-40(39)26-38)78-59(90)49(27-37-16-19-43(85)20-17-37)79-63(94)53(34-84)82-61(92)51(29-41-31-72-45-12-6-5-11-44(41)45)80-62(93)52(30-42-32-70-35-74-42)81-57(88)46-21-22-56(87)75-46/h3-6,9-12,15-20,26,31-32,35-36,46-54,72,84-85H,7-8,13-14,21-25,27-30,33-34H2,1-2H3,(H2,67,86)(H,70,74)(H,73,95)(H,75,87)(H,76,89)(H,77,91)(H,78,90)(H,79,94)(H,80,93)(H,81,88)(H,82,92)(H4,68,69,71)/t46-,47-,48-,49-,50+,51-,52-,53-,54-/m0/s1
InChI Key:
RWHUEXWOYVBUCI-ITQXDASVSA-N
SMILES:
OC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N)CCCNC(=N)N)CC(C)C)Cc1ccc2c(c1)cccc2)Cc1ccc(cc1)O)NC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)Cc1nc[nH]c1
UNII:
1X0094V6JV
Properties
Complexity:
2730
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
9
Defined Bond Stereocenter Count:
0
Exact Mass:
1321.636g/mol
Formal Charge:
0
Heavy Atom Count:
96
Hydrogen Bond Acceptor Count:
15
Hydrogen Bond Donor Count:
16
Isotope Atom Count:
0
Molecular Weight:
1322.496g/mol
Monoisotopic Mass:
1321.636g/mol
Rotatable Bond Count:
33
Topological Polar Surface Area:
475A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.8
Literature
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|---|---|
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| Sterile abscess formation in response to two separate branded long-acting gonadotropin-releasing hormone agonists. | Clinical therapeutics 20100901 |
| A randomised controlled trial of 300 versus 225 IU recombinant FSH for ovarian stimulation in predicted normal responders by antral follicle count. | BJOG : an international journal of obstetrics and gynaecology 20100601 |
| Evaluation of the clinical efficacy of Gonazon implants in the treatment of reproductive pathologies, behavioral problems, and suppression of reproductive function in the male dog. | Theriogenology 20100415 |
| Successful pregnancy after gonadotropin-releasing hormone analogue and hysteroscopic myomectomy in a woman with diffuse uterine leiomyomatosis. | Archives of gynecology and obstetrics 20090701 |
| Controlled delivery of a GnRH agonist by a silastic implant (Gonazon) results in long-term contraception in queens. | Reproduction in domestic animals = Zuchthygiene 20090701 |
| Recrudescence of spermatogenesis in the dog following downregulation using a slow release GnRH agonist implant. | Reproduction in domestic animals = Zuchthygiene 20090701 |
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| Prospective randomised trial comparing gonadotrophin-releasing hormone analogues with triple tourniquets at open myomectomy. | BJOG : an international journal of obstetrics and gynaecology 20090401 |
| Consensus statement on the use of gonadotropin-releasing hormone analogs in children. | Pediatrics 20090401 |
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| Endometriosis can evade diagnosis. | RN 20080901 |
| Teriparatide (recombinant human parathyroid hormone 1-34) in postmenopausal women with osteoporosis: systematic review. | Sao Paulo medical journal = Revista paulista de medicina 20080901 |
| [Some possibilities for application of 'Pfizer' medicines--Prostin 15m, Prostin E2, Prepidil gel, Dostinex, Synarel--in the obstetrician practice]. | Akusherstvo i ginekologiia 20070101 |
| Treatment with a subcutaneous GnRH agonist containing controlled release device reversibly prevents puberty in bitches. | Theriogenology 20061001 |
| A relative reduction in mid-follicular LH concentrations during GnRH agonist IVF/ICSI cycles leads to lower live birth rates. | Human reproduction (Oxford, England) 20061001 |
| [Endometriosis]. | Nihon rinsho. Japanese journal of clinical medicine 20060401 |
| [In vitro fertilization and embryo transfer]. | Nihon rinsho. Japanese journal of clinical medicine 20060401 |
| A comparative randomized trial to assess the impact of oral contraceptive pretreatment on follicular growth and hormone profiles in GnRH antagonist-treated patients. | Human reproduction (Oxford, England) 20060101 |
| Luteal phase characteristics following GnRH antagonist or agonist treatment - a comparative study. | Reproductive biomedicine online 20060101 |
| Danazol treatment of endometriosis-associated pain. | Journal of minimally invasive gynecology 20060101 |
| GnRH analogs: options for endometriosis-associated pain treatment. | Journal of minimally invasive gynecology 20060101 |
| Autoimmune progesterone dermatitis: a rare pathology. | European journal of obstetrics, gynecology, and reproductive biology 20051101 |
| A randomized, parallel, comparative study of the efficacy and safety of nafarelin versus danazol in the treatment of endometriosis in Taiwan. | Journal of the Chinese Medical Association : JCMA 20050701 |
| Prediction of genotoxicity of chemical compounds by statistical learning methods. | Chemical research in toxicology 20050601 |
| Association of bone mineral density with vitamin D and estrogen receptor gene polymorphisms during GnRH agonist treatment. | The journal of obstetrics and gynaecology research 20040401 |
| Serum levels of prostate-specific antigen and androgens after nasal administration of a gonadotropin releasing hormone-agonist in hirsute women. | Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20040401 |
| Delivery and stability of LHRH and Nafarelin in human skin: the effect of constant/pulsed iontophoresis. | European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20040201 |
| Dose of GnRH agonist (nafarelin acetate) affects intrafollicular PAPP-A expression in controlled ovarian hyperstimulation cycle. | European journal of obstetrics, gynecology, and reproductive biology 20040115 |
| Endometrial response to IVF hormonal manipulation: comparative analysis of menopausal, down regulated and natural cycles. | Reproductive biology and endocrinology : RB&E 20040101 |
| Endometriosis and its treatment with danazol or lupron in relation to ovarian cancer. | Clinical cancer research : an official journal of the American Association for Cancer Research 20031101 |
| [Effect of homocysteine concentration in follicular fluid on a degree of oocyte maturity]. | Ginekologia polska 20031001 |
| Cytogenetic analysis of uterine leiomyoma: the size, histopathology and GnRHa-response in relation to chromosome karyotype. | European journal of obstetrics, gynecology, and reproductive biology 20030910 |
| Chronic treatment with an agonist of gonadotropin-releasing hormone enhances luteal function in cattle. | Biology of reproduction 20030801 |
| Membrane activity of biotechnological peptide drugs. | Chemical communications (Cambridge, England) 20030621 |
| The administration of the GnRH antagonist, cetrorelix, to ooctye donors simplifies oocyte donation. | Human reproduction (Oxford, England) 20030601 |
| Effect of chronic treatment with the gonadotrophin-releasing hormone agonist azagly-nafarelin on basal concentrations of LH in prepubertal bulls. | Reproduction (Cambridge, England) 20030201 |
| The serum concentration of estradiol after embryo transfer and the decline from preovulatory levels may influence the success of IVF treatment. | Hormone research 20030101 |
| In-vivo ovarian androgen responses to recombinant FSH with and without recombinant LH in polycystic ovarian syndrome. | Human reproduction (Oxford, England) 20021001 |
| Clinical evaluation of three different gonadotrophin-releasing hormone analogues in an IVF programme: a prospective study. | European journal of obstetrics, gynecology, and reproductive biology 20020710 |
| Impact of six months of GnRH agonist therapy for endometriosis. Is there an age-related effect on bone mineral density? | The Journal of reproductive medicine 20020701 |
| [Comparative study of the efficiency of gonadotrope releasing hormone (GnRH) analogs for the treatment of endometriosis]. | Orvosi hetilap 20020616 |
| Body fat distribution, insulin sensitivity, ovarian dysfunction and serum lipoproteins in patients with polycystic ovary syndrome. | Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology 20020201 |
| The case of the elusive androgen. | Endocrine practice : official journal of the American College of Endocrinology and the American Association of Clinical Endocrinologists 20020101 |
| Acute exacerbation of chronic maxillary sinusitis during therapy with nafarelin nasal spray. | European journal of obstetrics, gynecology, and reproductive biology 20011201 |
| Prospective randomized comparison of ovarian blockade with nafarelin versus leuprolide during ovarian stimulation with recombinant FSH in an ICSI program. | Journal of assisted reproduction and genetics 20011101 |
| A prospective randomized comparison of routine buserelin acetate and a decreasing dosage of nafarelin acetate with a low-dose gonadotropin-releasing hormone agonist protocol for in vitro fertilization and intracytoplasmic sperm injection. | Fertility and sterility 20010901 |
| Utero-ovarian blood flow characteristics of pituitary desensitization. | Human reproduction (Oxford, England) 20010801 |
| Changes in quality of life after hormonal treatment of endometriosis. | Acta obstetricia et gynecologica Scandinavica 20010701 |
| Ovarian hyperstimulation after the sole use of a gonadotrophin-releasing hormone agonist (Nafarelin) as a complication of in vitro fertilisation treatment. | Journal of assisted reproduction and genetics 20010601 |
| [Nafarelin acetate (Synarel) and thermocoagulation in the treatment of endometriosis]. | Ginekologia polska 20010501 |
| Medical and surgical therapies for pain associated with endometriosis. | Journal of women's health & gender-based medicine 20010301 |
| [Comparison of different protocols of ovulation induction, by GnRH agonists and chorionic gonadotropin]. | Gynecologie, obstetrique & fertilite 20010201 |
| Efficacy of nafarelin in assisted reproductive technology: a meta-analysis. | Human reproduction update 20010101 |
| Hormonal therapy for the subfertility of cryptorchidism. | Hormone research 20010101 |
| Revisiting gonadotrophin-releasing hormone agonist protocols and management of poor ovarian responses to gonadotrophins. | Human reproduction update 19980101 |
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| Nafarelin in the management of endometriosis: quality of life assessment. | American journal of obstetrics and gynecology 19920201 |
| Gonadotropin-releasing hormone analogs: update on new findings. | American journal of obstetrics and gynecology 19920201 |
| Pharmacologic management of endometriosis. | Clinical pharmacy 19910701 |
| Nafarelin acetate: a gonadotropin-releasing hormone agonist for the treatment of endometriosis. | DICP : the annals of pharmacotherapy 19901201 |
| Nafarelin. A review of its pharmacodynamic and pharmacokinetic properties, and clinical potential in sex hormone-related conditions. | Drugs 19900401 |
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