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Calcitriol

CAS No.
32222-06-3
Chemical Name:
Calcitriol
Synonyms
Silkis;ro215535;Panbonis;Calcijex;Soltriol;Toptriol;rocaltrol;Rocalirol;Solbone P;Calcitrio
CBNumber:
CB0171027
Molecular Formula:
C27H44O3
Formula Weight:
416.64
MOL File:
32222-06-3.mol

Calcitriol Properties

Melting point
119-1210C
alpha
D25 +48° (methanol)
Boiling point
474.91°C (rough estimate)
Density
1.0362 (rough estimate)
refractive index
1.4700 (estimate)
Flash point
14 °C
storage temp.
2-8°C
solubility
Do you have solubility information on this product that you would like to share
form
Solid
pka
14.43±0.40(Predicted)
λmax
265nm(lit.)
Merck
14,1644
BRN
7559394
Stability
Air and Light Sensitive
InChIKey
GMRQFYUYWCNGIN-UNVJKIGWSA-N
CAS DataBase Reference
32222-06-3(CAS DataBase Reference)
FDA UNII
FXC9231JVH
NCI Dictionary of Cancer Terms
calcitriol
NCI Drug Dictionary
calcitriol
ATC code
A11CC04,D05AX03

Pharmacokinetic data

Protein binding
99.9%
Excreted unchanged in urine
7-10%
Biological half-life
9-10 / 18-20

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS06,GHS08,GHS07
Signal word  Danger
Hazard statements  H225-H301+H311+H331-H370-H300-H319
Precautionary statements  P210-P280-P302+P352+P312-P304+P340+P312-P370+P378-P403+P235-P305+P351+P338-P337+P313
Hazard Codes  T+,Xn,F
Risk Statements  26/27/28-63-36/37/38-20/21/22-11
Safety Statements  36/37/39-45-36-26-16-7
RIDADR  UN 2811 6.1/PG 1
WGK Germany  3
RTECS  FZ4645000
8-10-19
HazardClass  6.1(a)
PackingGroup  I
HS Code  29061900

Calcitriol price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D1530 1α,25-Dihydroxyvitamin D3 ≥99% (HPLC) 32222-06-3 10μG $182 2022-05-15 Buy
Sigma-Aldrich H-089 1α,25-Dihydroxyvitamin D3 solution 5?μg/mL in ethanol, ampule of 1?mL, certified reference material, Cerilliant? 32222-06-3 1 mL $240 2022-05-15 Buy
Sigma-Aldrich D1530 1α,25-Dihydroxyvitamin D3 ≥99% (HPLC) 32222-06-3 0.1MG $827 2022-05-15 Buy
Sigma-Aldrich 679101 Vitamin D₃, 1α, 25-Dihydroxy- - CAS 32222-06-3 - Calbiochem CAS 32222-06-3 prevents the development of clinical diabetes in NOD mice, an animal model of human autoimmune diabetes. 32222-06-3 50 μg $383 2022-05-15 Buy
Sigma-Aldrich 17936 1α,25-Dihydroxyvitamin D3 ≥97.0%(HPLC) 32222-06-3 100 μg $775 2022-05-15 Buy
Product number Packaging Price Buy
D1530 10μG $182 Buy
H-089 1 mL $240 Buy
D1530 0.1MG $827 Buy
679101 50 μg $383 Buy
17936 100 μg $775 Buy

Calcitriol Chemical Properties,Uses,Production

Introduction

Calcitriol (1,25-dihydroxylcholecaldiferol) is a steroid hormone with three hydroxyl groups, which is an active metabolite and the most effective form of vitamin D. It is produced primarily in the kidney when the blood calcium level and parathyroid hormone are low. Calcitriol promotes the calcium and phosphorus absorption in the intestine, reabsorption in the kidneys. Along with parathyroid hormone, it regulates bone growth for building and keeping strong bones. Calcitriol is used to treat and prevent low levels of calcium and bone disease in patients whose kidneys or parathyroid glands are not working normally, to treat secondary hyperparathyroidism and metabolic bone disease in people with kidney disease. Calcitriol may also be chemopreventive for colon and prostate cancers as it induces cell cycle arrest, cell differentiation, and apoptosis.

References

  1. https://pubchem.ncbi.nlm.nih.gov
  2. https://medlineplus.gov
  3. http://flexikon.doccheck.com/en/Calcitriol
  4. https://en.wikipedia.org/wiki/Calcitriol
  5. https://www.webmd.com

Description

Calcitriol is the active form of vitamin D and is also a kind of hormones in the body. It plays an important role in the regulation of calcium and phosphorus concentration. It can increase the blood calcium level by increasing the intestinal absorption of calcium and can also increase the release of the bone calcium release for increasing the blood calcium levels. This study was first conducted and reported by Michael F. Holick in 1971. The basic principle of action model of calcitriol in many cases is through binding with the vitamin D receptor (the VDR), e.g., the ligand-receptor complex forming between calcitriol and its receptor in the intestinal epithelial cells cytoplasm can be transferred to the nucleus for being as the transcriptional factor in promoting the expression of calcium-binding protein. The increased level of calcium-binding proteins can help the cell to actively transport of more calcium ions, thereby increasing the calcium absorption level. Calcium absorption while maintaining electrical neutrality also requires transporting anions, mainly the absorption of inorganic phosphate ions, so calcitriol also promote the absorption of phosphorus.
Clinically, this drug can be used in the treatment of hypocalcemia, hypoparathyroidism (adult), osteomalacia, rickets (infants), chronic kidney disease, renal osteodystrophy, osteoporosis, as well as the prevention of glucocorticoid induced osteoporosis.
Calcitriol-dimensional molecular structure
Calcitriol-dimensional molecular structure
The above information is edited by the chemicalbook of Dai Xiongfeng.

Description

Calcitriol is synthesized from 7-dehydro cholesterol in humans via a non-enzymatic photochemical reaction with 290-310 nm UV light in the skin. Hydroxylation of the resulting cholecalciferol in the liver produces 25-hydroxy vitamin D3, the principal circulating form of vitamin D. A second, tightly regulated hydroxylation in the kidney produces calcitriol. Plasma calcitriol levels range from 10-70 pg/ml and are influenced by numerous dietary and hormonal factors. The main physiologic effects of calcitriol are to increase the absorption of calcium at the level of the intestinal epithelium, and to increase the mineralization of bone via the direct stimulation of osteoblasts.

Chemical Properties

White Crystalline Powder

Originator

Rocaltrol,Roche,US,1978

Uses

Vitamin medicines; it can be used for treating the renal bone malnutrition of patients with chronic renal failure;

Uses

Calcium regulator, anti-psoriatic

Uses

The biologically active form of vitamin D3. Calcium regulator; vitamin (antirachitic); antihyperparathyroid; antineoplastic; antipsoriatic

Uses

Calcitriol (1α,25-dihydroxy Vitamin D3) is synthesized from 7-dehydrocholesterol in humans via a non-enzymatic photochemical reaction with 290-310 nm UV light in the skin. Hydroxylation of the resulting cholecalciferol in the liver produces 25-hydroxy Vitamin D3, the principal circulating form of Vitamin D. A second, tightly regulated hydroxylation in the kidney produces calcitriol. Plasma calcitriol levels range from 10-70 pg/ml and are influenced by numerous dietary and hormonal factors. The main physiologic effects of calcitriol are to increase the absorption of calcium at the level of the intestinal epithelium, and to increase the mineralization of bone via the direct stimulation of osteoblasts.[Cayman Chemical]

Definition

ChEBI: A hydroxycalciol that is calcidiol in which the pro-S hydrogen of calcidiol is replaced by a hydroxy group. It is the active form of vitamin D3, produced fom calciol via hydoxylation in the li er to form calcidiol, which is subsequently oxidised in the kidney to give calcitriol.

Manufacturing Process

1α,25-Dihydroxyprecholecalciferol: A solution of 1α,25- diacetoxyprecholecalciferol (0.712 g, 1.42 mmols), potassium hydroxide (2.0 g, 35.6 mmols) and methanol (40 ml) was stirred at room temperature under argon for 30 hours. The reaction mixture was concentrated under reduced pressure. Water (50 ml) was added to the residue and the mixture was extracted with methylene chloride (3 x 100 ml). The combined organic extracts were washed with saturated sodium chloride solution (3 x 50 ml), dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give 0.619 g of 1alpha,25-dihydroxyprecholecalciferol as a thick oil.
1α,25-Dihydroxycholecalciferol: A solution of 1α,25-dihydroxyprecholecalciferol [0.619 g in dioxane (30 ml)] was heated under reflux for 30 minutes under an atmosphere of argon. The reaction mixture was concentrated under reduced pressure and the residue was purified with a Waters Associates liquid chromatograph model 202 using a 8 foot * 3/8 inch Porasil A column and a 5:1 mixture of ethyl acetate-n-hexane as the eluent to give 0.474 g (80% yield based on 1α,25-diacetoxyprecholecalciferol) of pure 1α,25- dihydroxycholecalciferol. Recrystallization from methyl formate afforded 0.340 g of 1α,25-dihydroxcholecalciferol as colorless crystals, MP 113°-114°C.

brand name

Calcijex (Abbott); Rocaltrol (Roche.

Therapeutic Function

Calcium regulator

General Description

1α,25-Dihydroxyvitamin D3, also referred as calcitriol, is a calcitrophic hormone. It is the most biologically active metabolite of vitamin D produced in proximal tubular cells in the kidney.

Biological Activity

Active metabolite of vitamin D 3 that activates the vitamin D receptor (VDR). Displays calcemic actions; stimulates intestinal and renal Ca 2+ absorption and regulates bone Ca 2+ turnover. Exhibits antitumor activity; inhibits in vivo and in vitro cell proliferation in a wide range of cells including breast, prostate, colon, skin and brain carcinomas and myeloid leukemia cells.

Biochem/physiol Actions

Biologically active form of vitamin D3 in calcium absorption and deposition. 1α,25-Dihydroxyvitamin D3 has widespread effects on cellular differentiation and proliferation, and can modulate immune responsiveness, and central nervous system function. Recent studies suggest that 1α,25-dihydroxyvitamin D3 acts as a chemopreventive agent against several malignancies including cancers of the prostate and colon and shows synergy with other anticancer compounds.

Clinical Use

Vitamin D analogue:

Promotes intestinal calcium absorption

Suppresses PTH production and release

Veterinary Drugs and Treatments

Calcitriol may be potentially beneficial in the adjunctive treatment of chronic renal disease in dogs and cats but its use is somewhat controversial, particularly the decision on how soon in the course of chronic renal insufficiency it should employed. It may also be of benefit in treating some types of dermatopathies (primary idiopathic seborrhea).

Drug interactions

Potentially hazardous interactions with other drugs
Antiepileptics: the effects of vitamin D may be reduced in patients taking barbiturates or anticonvulsants.
Diuretics: increased risk of hypercalcaemia with thiazides.
Sevelamer: absorption may be impaired by sevelamer

Metabolism

During transport in the blood at physiological concentrations, calcitriol is mostly bound to a specific vitamin D binding protein (DBP), but also, to a lesser degree, to lipoproteins and albumin. At higher blood calcitriol concentrations, DBP appears to become saturated, and increased binding to lipoproteins and albumin occurs. Calcitriol is inactivated in both the kidney and the intestine, through the formation of a number of intermediates including the formation of the 1,24,25-trihydroxy derivatives. It is excreted in the bile and faeces and is subject to enterohepatic circulation.

Global( 406)Suppliers
Supplier Tel Email Country ProdList Advantage
Xi'an Yutbon Pharmaceutical Technology Co., Ltd
029-81140587 +8618717328141 sales@yutbon.com China 412 58
Finetech Industry Limited
27-87465837 info@finetechnology-ind.com CHINA 9373 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 19994 60
Henan Tianfu Chemical Co.,Ltd.
0371-55170693 info@tianfuchem.com China 22022 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714 fandachem@gmail.com China 9520 55
Guangzhou PI PI Biotech Inc
+8618371201331 87478684@qq.com China 3645 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3013 60
Hubei XinRunde Chemical Co., Ltd.
+8615102730682 bruce@xrdchem.cn CHINA 567 55
ATK CHEMICAL COMPANY LIMITED
21-51619050 ivan@atkchemical.com China 26810 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29960 58

View Lastest Price from Calcitriol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-09-29 Calcitriol
32222-06-3
US $0.00-0.00 / g 1g 99%min;EP 100G WUHAN FORTUNA CHEMICAL CO., LTD
2021-08-12 1alpha,25-Dihydroxycholecalciferol
32222-06-3
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2021-07-30 Calcitriol USP/EP/BP
32222-06-3
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
  • Calcitriol
    32222-06-3
  • US $0.00-0.00 / g
  • 99%min;EP
  • WUHAN FORTUNA CHEMICAL CO., LTD
VITAMIN D3, 1ALPHA,25-DIHYDROXY (5z,7e)-(1s,3r)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol 9,10-SECOCHOLESTA-5Z,7E,10(19)-TRIENE-1ALPHA,3BETA,25-TRIOL 1,25-(OH)2-D3 (1ALPHA,3BETA,5Z,7E)-9,10-SECOCHOLESTA-5,7,10(19)-TRIENE-1,3,25-TRIOL 1ALPHA,25-DIHYDROXYCHOLECALCIFEROL 1ALPHA,25-DIHYDROXYVITAMIN D3 1ALPHA,25-DIHYDROXY-VITAMIN D8 1A, 25-DIHYDROXYCHOLECALCIFEROL CALCITRIOL (5z,7e)-9,10-secochesta-5,7,10(19)-triene-1-alpha,3-beta,25-triol 7,10(19)-triene-1,3,25-triol,(1-alpha,3-beta,5z,7e)-10-secocholesta-5 7,10(19)-triene-1,3,25-triol,(1alpha,3beta,5z,7e)-10-secocholesta-5 9,10seco(5z,7e)-5,7,10(19)-cholestatriene-1alpha,3beta,25-triol dihydroxyvitamind3 ro215535 rocaltrol 1A25-dihydroxycholecalciferol(+4℃) Rocalirol (1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-Methylheptan-2-yl]-7a-Methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-Methylidenecyclohexane-1,3-diol Calcitriol (Rocaltrol) (1R,3S,5Z)-4-Methylene-5-[(2E)-2-[(1R,3aS,7aS)-octahydro-1-[(1R)-5-hydroxy-1,5-diMethylhexyl]-7a-Methyl-4H-inden-4-ylidene]ethylidene]-1,3-cyclohexanediol Panbonis Solbone P 1a,25-Dihydroxyvitamin 1α,25-Dihydroxyvitamin D3,1α,25-Dihydroxycholecalciferol, Calcitriol Calcitriol (10 mg)F0E0620.993mg/mg(ai) Calcitriol (10 mg) (COLD SHIPMENT REQUIRED) 1,25-Dihydroxyvitamin-D3-[2H3] Calcitrio 1,25- DIHYDROXYVITAMIN D3 (6,19,19-D3) Solution 1,25- DIHYDROXYVITAMIN D3 (6,19,19-D3) Calcitriol-D3 (1R,3S,Z)-5-((E)-2-((1R,3aS,7aR)-1-((R)-6-hydroxy-6-methylheptan-2-yl)-7a-methyl-octahydroinden-4-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diol aslpha,25-Dihydroxycholecalciferol 1α,25-Dihydroxyvitamin D3 solution (1α,3β,5Z,7E)-9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol monohydrate 1α,25-Dihydroxycholecalciferol monohydrate 1α,25-Dihydroxyvitamin D3 monohydrate 1α,25-Dihydroxycalciferol solution 1,25-DihydroxyvitaMin D3 Calcitriol Vitamin D3, 1a,25-Dihydroxy- CALCITRIOL USP 1α,25-Dihydroxyvitamin D3 (1a,3b,5Z,7E)- 9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol, Calcijex Silkis Soltriol Topitriol Toptriol 9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol, (1.alpha.,3.beta.,5Z,7E)- (5z,7e)-9,10-secocholesta-5,7,10(19)-triene-1-alpha,3-beta,25-triol 1,25-dhcc 1,25-dihydroxycholecalciferol 1,25-dihydroxyvitamind 1a,25-dihydroxy-cholecalcifero 1-alpha,25-dihydroxy-cholecalcifero 9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol, (1α,3β,5Z,7E)- 1,25-DIHYROXYCHOLECALIFEROL