Name | Androsta-1,4-diene-3,17-dione |
Synonyms | 1,4-Androstdiene-3,17-dione 1(2)-Dehydro androstenedione 1,4-Androstadiene-3,17-dione Androsta-1,4-diene-3,17-dione 5α-Androsta-1,4-diene-3,17-dione delta-1,4-androstadiene-3,17-dione 1,4-Androstadiene-3,17-dione (Boldendione) (8xi,9xi,14xi)-androsta-1,4-diene-3,17-dione Exemestane Related Compound C CIII (15 mg) (androsta-1,4-diene-3,17-dione) 1,4-Androstadiene-3,17-dione, 1-Dehydroandrostenedione, Androstadienedione 10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-3,17-dione |
CAS | 897-06-3 |
EINECS | 212-977-2 |
InChI | InChI=1/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14?,15?,16?,18-,19-/m0/s1 |
InChIKey | LUJVUUWNAPIQQI-QAGGRKNESA-N |
Molecular Formula | C19H24O2 |
Molar Mass | 284.39 |
Density | 1.14±0.1 g/cm3(Predicted) |
Melting Point | 138-139°C(lit.) |
Boling Point | 434.2±45.0 °C(Predicted) |
Flash Point | 162.1°C |
Water Solubility | 430mg/L at 20℃ |
Vapor Presure | 0Pa at 20℃ |
Storage Condition | Refrigerator |
Refractive Index | 1.568 |
Physical and Chemical Properties | Melting point 138-139 ℃. [α]25 117.5 ℃(C = 1, chloroform). |
Use | Used as an intermediate for steroid hormones |
Hazard Symbols | Xn - Harmful |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | BV7988000 |
HS Code | 29372900 |
LogP | 2.2 at 25℃ |
Use | 1, 4-androstenedione (androsta-1,4-diene-3,17-dione, androstenedione, ADD for short) androstene-4-ene-3, 17-Dione (androst-4-ene-3,17-Dione, referred to as androstenedione, AD or 4-AD) are important steroid drug intermediates, androstenedione (4-AD) it can be used not only as the precursor of androgens, hormones promoting protein synthesis, but also as the synthesis of spironolactone, hydrocortisone, prednisone and dexamethasone; androstenedione (ADD) can be used for the synthesis of estrogen, oral contraceptives and other drugs. intermediate of steroid hormone drugs. intermediate for steroid hormone |
Anti-inflammatory mechanism | androstenedione (4-AD) catalyzed by 3-steroid -1,2-dehydrogenase (KsdD) the dehydrogenation reaction at the C1,2 Position of produces 1, 4-androstenedione (ADD). When the steroid compound is introduced into the double bond, such as the introduction of the double bond at the C1 and 2 positions of the parent nucleus of the anti-inflammatory steroid hormone drug, the anti-inflammatory effect can be doubled, such as cortisone acetate C1, the anti-inflammatory effect of dehydrocortisone acetate after introducing double bond into position 2 is increased by 3-4 times, and the side effects caused by sodium retention are reduced; there are also many important steroid compounds commonly used in clinical production, especially the production of most of the adrenal cortex hormones with anti-inflammatory ability is involved in the dehydrogenation reaction of microorganisms C1,2, including prednisolone dexametalone, parametone, betamethasone, fluocortolone, fluocinolone, triamcinolone, methylprednisolone (medrol), etc. |
production method | The 17-position side chain can be removed by microbial transformation of phytosteric acid or cholesterol. |