TUBERCIDIN
- Product Name
- TUBERCIDIN
- CAS No.
- 69-33-0
- Chemical Name
- TUBERCIDIN
- Synonyms
- (2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol;b120121;u-10071;CS-2599;nsc56408;ski26996;TUBERCIDIN;Aids051983;7-Deaza-Ar;7-Deaza-rA
- CBNumber
- CB0461137
- Molecular Formula
- C11H14N4O4
- Formula Weight
- 266.25
- MOL File
- 69-33-0.mol
TUBERCIDIN Property
- Melting point:
- 247-248 °C (decomp)(Solv: water (7732-18-5))
- alpha
- D17 -67° (50% acetic acid)
- Boiling point:
- 409.46°C (rough estimate)
- Density
- 1.2896 (rough estimate)
- refractive index
- 1.8340 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Soluble in DMSO
- form
- powder
- pka
- 12.44±0.70(Predicted)
- color
- off-white
- Merck
- 13,9875
- BRN
- 38498
- Stability:
- Hygroscopic
- InChIKey
- HDZZVAMISRMYHH-UIRWVKCDSA-N
- CAS DataBase Reference
- 69-33-0
Safety
- Hazard Codes
- T+
- Risk Statements
- 28
- Safety Statements
- 36/37/39-45
- RIDADR
- UN 3462 6.1/PG 2
- WGK Germany
- 3
- RTECS
- UY8870000
- F
- 10
- HazardClass
- 6.1(a)
- PackingGroup
- II
- HS Code
- 29419090
- Toxicity
- LD50 i.v. in mice: 45 mg/kg (Anzai)
N-Bromosuccinimide Price
- Product number
- T0642
- Product name
- Tubercidin
- Purity
- from
- Packaging
- 10mg
- Price
- $227
- Updated
- 2024/03/01
- Product number
- T0642
- Product name
- Tubercidin
- Purity
- from
- Packaging
- 50mg
- Price
- $337.6
- Updated
- 2024/03/01
- Product number
- T0642
- Product name
- Tubercidin
- Purity
- from
- Packaging
- 250mg
- Price
- $2540
- Updated
- 2024/03/01
- Product number
- T897070
- Product name
- TubercidinTrifluoroacetate
- Packaging
- 100mg
- Price
- $970
- Updated
- 2021/12/16
- Product number
- 295770
- Product name
- 7-Deazaadenosine
- Packaging
- 10mg
- Price
- $355
- Updated
- 2021/12/16
TUBERCIDIN Chemical Properties,Usage,Production
Chemical Properties
White crystal
Uses
Tubercidin is a nucleoside metabolite first isolated from Streptomyces tubericidus. Tubercidin, like other nucleosides, is a broad spectrum, potent chemotherapeutic agent active against viruses, bacteria, fungi, protozoans and tumours. Tubercidin acts at a diverse range of sites, such as RNA processing, nucleic acid and protein synthesis, and acts as a nucleoside mimic of adenosine.
Definition
ChEBI: An N-glycosylpyrrolopyrimidine that is adenosine in which the in the 5-membered ring that is not attached to the ribose moiety is replaced by a carbon. Tubercidin is produced in the culture broth of Streptomyces tubericidus.
Biological Activity
tubercidin is an adenosine analog antibiotic agent.nucleoside antibiotics are a family of natural products with various biological functions. their biosynthesis is a complex process via multistep enzymatic reactions.
in vitro
previous study showed that tubercidin alone had a dose-dependent inhibitory effect on myeloid and erythroid human bone marrow progenitor cells. bfu-e were more sensitive at higher doses of tubercidin than cfu-gm. the 99% complete inhibition of bfu-e colonies was observed at 10 nm tubercidin, whereas complete inhibition of cfu-gm occurred at 100 nm [1].
in vivo
animal toxicity study showed that four successive daily injections of tubercidin at 5 mg/kg per day could produce 100% mouse mortality within 3 to 5 days, with massive peritonitis and intestinal obstruction. in addition, coadministration of nbmpr-p at 25 mg/kg per day could protect the mice from the tubercidin lethality and allow the repetition of the regimen for a second time with 100% survival [1].
IC 50
3.4 and 3.7 nm for granulocyte-macrophage cfu (cfu-gm) and erythroid burst-forming units (bfu-e), respectively
Purification Methods
7-Deazaadenosine forms needles from hot H2O. It is soluble in H2O (0.33%), MeOH (0.5%) and EtOH (0.05%). It has UV max at 270nm ( 12,100) in 0.001N NaOH. The picrate has m 229-231o(dec). [Tolman et al. J Am Chem Soc 91 2102 1969, Mizuno et al. J Org Chem 28 3329 1963, IR: Anzai et al. J Antibiot (Japan) [9] 10 201 1957, Beilstein 26 IV 1117.]
References
[1] el kouni mh,diop d,o'shea p,carlisle r,sommadossi jp. prevention of tubercidin host toxicity by nitrobenzylthioinosine 5'-monophosphate for the treatment of schistosomiasis. antimicrob agents chemother.1989 jun;33(6):824-7.
[2] grage tb,rochlin db,weiss aj,wilson wl. clinical studies with tubercidin administered after absorption into human erythrocytes. cancer res.1970 jan;30(1):79-81.
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View Lastest Price from TUBERCIDIN manufacturers
- Product
- 7-Deaza-adeonsine 69-33-0
- Price
- US $0.00-0.00/g
- Min. Order
- 10g
- Purity
- 97%min
- Supply Ability
- 100kgs
- Release date
- 2021-09-07
- Product
- TUBERCIDIN 69-33-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-26
- Product
- TUBERCIDIN 69-33-0
- Price
- US $5.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2019-08-02