Thidiazuron

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Thidiazuron
Category Others
Catalog number BBF-04024
CAS 51707-55-2
Molecular Weight 220.25
Molecular Formula C9H8N4OS
Purity ≥95%

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Description

A cytokinin-lilke plant hormone routinely used to promote plant tissue regeneration.

Specification

Synonyms Defolit; Dropp; Urea, N-Phenyl-N'-1,2,3-Thiadiazol-5-Yl-; TDZ
Shelf Life Limited shelf life, expiry date on the label
Storage Store at 2-8°C
IUPAC Name 1-phenyl-3-(thiadiazol-5-yl)urea
Canonical SMILES C1=CC=C(C=C1)NC(=O)NC2=CN=NS2
InChI InChI=1S/C9H8N4OS/c14-9(12-8-6-10-13-15-8)11-7-4-2-1-3-5-7/h1-6H,(H2,11,12,14)
InChI Key HFCYZXMHUIHAQI-UHFFFAOYSA-N

Properties

Appearance White to Light Yellow Powder
Melting Point 213°C
Density 1.51 g/cm3
Solubility Soluble in DMF (30 mg/ml), DMSO (15 mg/ml), Ethanol

Toxicity

Carcinogenicity No indication of carcinogenicity to humans (not listed by IARC).
Toxicity LD50 > 2 g/kg.

Reference Reading

1.Somatic embryogenesis and plant regeneration of cassava (Manihot esculenta Crantz) landraces from Cameroon.
Mongomake K1, Doungous O2, Khatabi B3, Fondong VN3. Springerplus. 2015 Sep 4;4:477. doi: 10.1186/s40064-015-1272-4. eCollection 2015.
A procedure to regenerate cassava (Manihot esculenta Crantz) cultivars from Cameroon via somatic embryogenesis (SE) was developed. Shoot apical meristems and immature leaf lobes were used as explants on Murashige and Skoog (MS) basal medium containing 33 or 50 µM of the auxins Picloram (Pic), 2,4-Dichlorophenoxyacetic acid (2,4-D), Dicamba (Dic), and α-Naphthalene acetic acid. Cultivar performance was assessed using SE and number of somatic embryos produced. Overall, the frequency of primary somatic embryogenesis (PSE) and the mean number of somatic embryos produced varied considerably with genotype, type of auxin and concentration tested. For example, cultivar (cv.) Ngan Mbada showed the best performance on MS medium supplemented with 50 µM Pic with a SE frequency of 40 % and an average number of somatic embryos of 90. The second best performance was recorded in cv. Local Red on MS medium supplemented with 33 µM 2,4-D, where the SE frequency was 40 % and an average number of somatic embryos of 60.
2.Reproduction of the Medicinal Plant Pelargonium sidoides via Somatic Embryogenesis.
Duchow S1, Blaschek W1, Classen B1. Planta Med. 2015 Aug;81(12-13):1169-74. doi: 10.1055/s-0035-1545947. Epub 2015 May 8.
The medicinal plant Pelargonium sidoides DC. (Geraniaceae) was traditionally used for the treatment of the common cold and cough in South Africa. Today an aequous-ethanolic root extract from this plant is approved for the treatment of acute bronchitis and is globally marketed also as an immunostimulant. The increasing demand of the plant material for the industrial production indicates the need of new effective methods for the propagation of P. sidoides. Here we report somatic embryogenesis and in vitro plantlet regeneration from somatic cells of inflorescence shoots and petioles of P. sidoides. A one-week cultivation of explants in media containing different concentrations of thidiazuron (1, 2.2, 3, and 4 mg/L) followed by a cultivation period without phytohormones resulted in the induction of somatic embryos within 2-4 weeks. After 2-4 months, the embryos generated roots and could be transferred into a greenhouse, where flower formation took place and the development of seeds occurred with high germination rates.
3.Esterase and peroxidase isoforms in different stages of morphogenesis in Fritillaria meleagris L. in bulb-scale culture.
Petrić M1, Subotić A2, Jevremović S2, Trifunović-Momčilov M2, Tadić V2, Grujić M3, Vujčić Z3. C R Biol. 2015 Dec;338(12):793-802. doi: 10.1016/j.crvi.2015.08.002. Epub 2015 Nov 3.
Morphogenesis in vitro is a complex and still poorly defined process. We investigated esterase and peroxidase isoforms detected in bulb scale, during Fritillaria meleagris morphogenesis. Bulbs were grown either at 4 °C or on a medium with an increased concentration of sucrose (4.5%) for 30 days. After these pre-treatments, the bulb scales were further grown on nutrient media that contained different concentrations of 2,4-dichlorophenoxyacetic acid (2,4-D) and kinetin (KIN) or thidiazuron (TDZ). Regeneration of somatic embryos and bulblets occurred at the same explant. The highest numbers of somatic embryos and bulblets were regenerated on the medium containing 2,4-D and KIN (1mg/L each), while morphogenesis was most successful at a TDZ concentration between 0.5 and 1mg/L. Monitoring of esterases and peroxidases was performed by growing bulb scales on a medium enriched with 2,4-D and KIN or TDZ (1mg/L), and the number and activity of isoforms were followed every 7 days for 4 weeks.
4.Differential Effects of Thidiazuron on Production of Anticancer Phenolic Compounds in Callus Cultures of Fagonia indica.
Khan T1, Abbasi BH2,3, Khan MA4, Shinwari ZK1,5. Appl Biochem Biotechnol. 2016 Jan 13. [Epub ahead of print]
Fagonia indica, a very important anticancer plant, has been less explored for its in vitro potential. This is the first report on thidiazuron (TDZ)-mediated callogenesis and elicitation of commercially important phenolic compounds. Among the five different plant growth regulators tested, TDZ induced comparatively higher fresh biomass, 51.0 g/100 mL and 40.50 g/100 mL for stem and leaf explants, respectively, after 6 weeks of culture time. Maximum total phenolic content (202.8 μg gallic acid equivalent [GAE]/mL for stem-derived callus and 161.3 μg GAE/mL for leaf-derived callus) and total flavonoid content (191.03 μg quercetin equivalent [QE]/mL for stem-derived callus and 164.83 μg QE/mL for leaf-derived callus) were observed in the optimized callus cultures. The high-performance liquid chromatography (HPLC) data indicated higher amounts of commercially important anticancer secondary metabolites such as gallic acid (125.10 ± 5.01 μg/mL), myricetin (32.

Spectrum

Predicted LC-MS/MS Spectrum - 10V, Positive

Experimental Conditions

Ionization Mode: Positive
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Molecular Formula: C9H8N4OS
Molecular Weight (Monoisotopic Mass): 220.0419 Da
Molecular Weight (Avergae Mass): 220.251 Da

1H NMR Spectrum

Experimental Conditions

Solvent: DMSO-d6
Instrument Type: JEOL
Nucleus: 1H
Frequency: 400 MHz
Chemical Shift Reference: TMS

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