Dihydrotachysterol

Base Information

• Chemical Name: Dihydrotachysterol
• CAS No.: 67-96-9
• Molecular Formula: C28H46O
• Molecular Weight: 398.673
• Hs Code.: 2936299055
• European Community (EC) Number: 200-672-7
• Wikipedia: Dihydrotachysterol
• NCI Thesaurus Code: C87290
• Mol file: 67-96-9.mol

Synonyms:9,10-Secoergosta-5,7,22-trien-3-ol,(3b,5E,7E,10a,22E)- (9CI);Tachysterol,dihydro- (7CI,8CI);Tachysterol2, dihydro- (6CI);24-Methyl-9,10-secocholesta-5,7,22-trien-3b-ol;9,10-Secoergosta-5,7,22-trien-3b-ol;A.T. 10;A.T. 10 (steroid);Anti-tetany substance 10;Antitanil;Calcamine;DHT2;Dichystrolum;Dihydral;

Chemical Property of Dihydrotachysterol

Chemical Property:

• Vapor Pressure: 4.52E-12mmHg at 25°C
• Melting Point: 116-120°C
• Refractive Index: 1.569
• Boiling Point: 499.5 °C at 760 mmHg
• PKA: 14.96±0.40(Predicted)
• Flash Point: 217.6 °C
• PSA: 20.23000
• Density: 1.003 g/cm³
• LogP: 7.72090
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, freely soluble in acetone and hexane, sparingly soluble in ethanol (96 per cent).
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 398.354866087
• Heavy Atom Count: 29
• Complexity: 639

Purity/Quality:

99% ^*data from raw suppliers

Dihydro Tachysterol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(CC1=CC=C2CCCC3(C2CCC3C(C)C=CC(C)C(C)C)C)O
• Isomeric SMILES: C[C@H]\1CC[C@@H](C/C1=C\C=C\2/CCC[C@]3([C@H]2CCC3[C@H](C)/C=C/[C@H](C)C(C)C)C)O
• Description: Dihydrotachysterol is a synthetic analog of vitamin D. It is considered as a reduction product of vitamin D2 (ergocalciferol). It stimulates bone mineralization as well as calcium and phosphorus absorption in intestine. Dihydrotachysterol has been used for the treatment of hypoparathyroidism, osteomalacia, osteoporosis, low calcium level, and kidney osteodystrophy. Though dihydrotachysterol is more expensive, dihydrotychysterol therapy is preferred as it has a more rapid onset of action (1-7 d) and a shorter time for dissipation of effect in the event of toxicity (2-3 weeks) than vitamin D2.
• Uses: Dihydrotachysterol is a form of vitamin D. Vitamin D is a fat-soluble vitamin and has properties of both vitamins and minerals. Vitamin D helps you to absorb calcium from what you eat. You need calcium to keep your bones strong, and to help your muscles and nerves work properly. The term Vitamin D collectively refers to a group of structurally similar chemicals and their metabolites, which includes alfacalcidol (1 α hydroxycholecalciferol), calcitriol (1,25-dihydroxychole-calciferol), cholecalciferol (Vitamin D3), dihydrotachysterol(DHT) and ergocalciferol (Vitamin D2). These agents have antirachitic properties. Dihydrotachysterol-2 (DHT-2) is a vitamin D2 analog for the Pharmaceutical industry. Dihydrotachysterol-2 is used in the prevention and treatment of several bone growth disorders such as osteoporosis. Besides this the substance is also used to treat several abnormalities of the parathyroid glands such as hypoprathyroidism. Calcium regulator. Preparation by reduction of Tachysterol. It is widely used for hypocalcemic hypoparathyroidism following surgical removal of parathyroids.
• Therapeutic Function: Blood calcium regulator

Technology Process of Dihydrotachysterol

There total 30 articles about Dihydrotachysterol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

dihydrotachysterol2 tert-butyldimethylsilyl ether (142980-94-7,143060-77-9) → Dihydrotachysterol2 (67-96-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jo00045a038

Reference yield: 57.0%

3β-hydroxy-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene (51744-66-2) → (3S,5E,7E,10R)-9,10-seco-ergosta-5,7,22t-trien-3-ol (65377-91-5) + Dihydrotachysterol2 (67-96-9)

Guidance literature:

With bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; In tetrahydrofuran; for 2.5h;

DOI:10.1021/jo00261a020

Reference yield:

Calciferol (50-14-6) → Dihydrotachysterol2 (67-96-9)

Guidance literature:

With sodium; butan-1-ol;

upstream raw materials:

Calciferol

(3aR)-3ar-Methyl-3c-((1R:4R)-1.4.5-trimethyl-hexen-(2t)-yl)-7-[2-((2S)-5t-hydroxy-2r-methyl-cyclohexyliden-(seqcis))-aethyliden-(seqtrans)]-(7atH)-hexahydro-indan

tachysterol

toxisterol₂ R

Downstream raw materials:

3.5-dinitro-benzoic acid-((3S:10S)-9.10-seco-ergostatrien-(5t.7c.22t)-yl-⁽³⁾-ester)

(7E,10S)-9,10-seco-ergosta-4,7,22t-trien-3-one

(3S,5E,7E,10S)-3-acetoxy-9,10-seco-ergosta-5,7,22t-triene

Refernces

• 1、 -. "Method of treating Alzheimer's disease". . . Retrieved 2008/06/13.
• 2、 -. "Administration of biologically active vitamin D3 and vitamin D2 materials". . . Retrieved 2008/06/13.