Basic information
- CAS
17230-88-5- Standard SMILES
C#CC1(O)CCC2C3CCC4=Cc5oncc5CC4(C)C3CCC21C- InChIKey
POZRVZJJTULAOH-UHFFFAOYSA-N- Molecular formula
- C22H27NO2
- Average molar mass
- 337.5 g/mol
- Monoisotopic mass
- 337.2041791
Overview
LSM-1379 is a steroid. It derives from a hydride of an estrane.
Names & identifiers
- Preferred name
- 1-Ethynyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-cyclopenta(7,8)phenanthro(3,2-d)(1,2)oxazol-1-ol
- IUPAC
- 17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol
- English name
- Danazol
- Molecular formula
- C22H27NO2
- Molecular weight
- 337.46
Names & synonyms
DTXSID808602001-ethynyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-cyclopenta[7,8]phenanthro[3,2-d][1,2]oxazol-1-ol1-Ethynyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-cyclopenta(7,8)phenanthro(3,2-d)(1,2)oxazol-1-olRefChem:1055473DTXCID30209226MLS003115428DanovaolNSC 270916Danazol Impurity 5Oprea1_249465SCHEMBL5021653CHEBI:91575
Show more names
danazoledanocrineDanazol Usp17α-Pregna-2,4-dien-20-yne-[2,3-d]isoxazole-17b-ol4-ANDROSTEN-[2,3-D]ISOXAZOLE-17-ALPHA-ETHYNYL-17-BETA-OL1H-Cyclopenta[7,8]phenanthro[3,2-d]isoxazol-1-ol, 1-ethynyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-10a,12a-dimethyl- (7CI)DanodanolDANZOLBonzol
HMS3266J13LSM-1379s9506STK801350AKOS005612974KS-1445SMR00149164617.alpha.-Pregna-2,3-d]isoxazol-17-ol
Properties
Computed structural properties
- XLogP
- 3.8
- Topological polar surface area
- 46.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 677
Physicochemical properties
- Melting point
- 224.4 · 224.4-226.80C
- alpha
- 25 · D25 +7.5° (ethanol); D25 +21.9° (chloroform)
- Boiling point
- 473.76 °C · 473.76°C (rough estimate)
- Density
- 1.0909 · 1.0909 (rough estimate)
- refractive index
- 1.5614 · 1.5614 (estimate)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Acetonitrile (Slightly), Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
- pka
- 13.1 · 13.10±0.60(Predicted)
- form
- Solid
- color
- White to Pale Yellow
- Water Solubility
- Partly soluble in water. Soluble in chloroform (25 mg/ml), acetone, acetonitrile, and ethanol. 17beta-Hydroxy-2,4,17a-pregnadien-20-yno[2,3-d]isoxazole and 2,4,17a-Pregnadien-20-yno[2,3-d]isoxazol-17-ol are the synonym of this compound.
- InChI
- 1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16,17,18,20,21,22-/m0/s1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- rtecs
- TU4157070
- hs_code
- 29372900
- Toxicity
- dog,LD50,oral,> 5gm/kg (5000mg/kg),Journal of International Medical Research. Vol. 5(Suppl,
- risk_code
- 20/21/22-63-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn,Xi
- safety_code
- 22-36-37/39-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H312+H332-H361
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationRepr. 2
- Precautionary statements
- P201-P280-P302+P352+P312-P304+P340+P312-P308+P313
Chemistry & industry
Applications
Usesanterior pituitary suppressant
UsesDanazol is an anterior pituitary supressant. Danazol is an anabolic steroid derivative of ethisterone, with mild androgenic side effects (an impeded androgen). Antigonadotropin.
UsesAnterior pituitary supressant. Anabolic steroid derivative of ethisterone, with mild androgenic side effects (an impeded androgen). Antigonadotropin
General DescriptionDanazol, 17α-pregna-2,4-dien-20-yno-[2,3-d]isoxazol-17-ol, is a weak androgen that, in spite ofthe 17α-ethinyl group, has little estrogenic or progestogenicactivity. Danazol has been called a synthetic steroidwith diverse biological effects. Danazol binds to sexhormone–binding globulin (SHBG) and decreases the hepaticsynthesis of this estradiol and testosterone carrier.Free testosterone thus increases. Danazol inhibits FSH andLH production by the hypothalamus and pituitary. It bindsto PRs, GRs, ARs, and ERs. Although the exact mechanismof action is unclear, danazol alters endometrial tissueso that it becomes inactive and atrophic, which allowsdanazol to be an effective treatment for endometriosis.Danazol is also used to treat hereditary angioedema and fibrocysticbreast disease.
Upstream & downstream products
Upstream raw materials
Suppliers78 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shanghai Biolang Biotechnology Co., Ltd.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…