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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;Aids051983;TUBERCIDIN;7-Deaza-Ar;7-Deaza-rA
CBNumber:
CB0461137
Molecular Formula:
C11H14N4O4
Molecular Weight:
266.25
MDL Number:
MFCD00056012
MOL File:
69-33-0.mol
Last updated:2023-06-08 09:02:16

TUBERCIDIN Properties

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
EWG's Food Scores 1
FDA UNII M351LCX45Y
NCI Drug Dictionary tubercidin

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P264-P301+P310
Hazard Codes  T+
Risk Statements  28
Safety Statements  36/37/39-45
RIDADR  UN 3462 6.1/PG 2
WGK Germany  3
RTECS  UY8870000
10
HazardClass  6.1(a)
PackingGroup  II
HS Code  29419090
Toxicity LD50 i.v. in mice: 45 mg/kg (Anzai)
NFPA 704
0
3 0

TUBERCIDIN price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T0642 Tubercidin from 69-33-0 10mg $227 2024-03-01 Buy
Sigma-Aldrich T0642 Tubercidin from 69-33-0 50mg $337.6 2024-03-01 Buy
Sigma-Aldrich T0642 Tubercidin from 69-33-0 250mg $2540 2024-03-01 Buy
TRC T897070 TubercidinTrifluoroacetate 69-33-0 100mg $970 2021-12-16 Buy
Usbiological 295770 7-Deazaadenosine 69-33-0 10mg $355 2021-12-16 Buy
Product number Packaging Price Buy
T0642 10mg $227 Buy
T0642 50mg $337.6 Buy
T0642 250mg $2540 Buy
T897070 100mg $970 Buy
295770 10mg $355 Buy

TUBERCIDIN Chemical Properties,Uses,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.

29914-75-8
69-33-0
Synthesis of TUBERCIDIN from 4-chloro-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

TUBERCIDIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 148)Suppliers
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Wuhu Nuowei chemistry Co., Ltd.
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+86-021-61551413 +8618813727289 contact@trustwe.com China 5738 58

View Lastest Price from TUBERCIDIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
TUBERCIDIN pictures 2022-09-27 TUBERCIDIN
69-33-0
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
7-Deaza-adeonsine pictures 2021-09-29 7-Deaza-adeonsine
69-33-0
US $0.00-0.00 / g 10g 97%min 100kgs WUHAN FORTUNA CHEMICAL CO., LTD
TUBERCIDIN pictures 2019-08-05 TUBERCIDIN
69-33-0
US $5.00 / KG 1KG 99% 1ton Career Henan Chemical Co
  • TUBERCIDIN pictures
  • TUBERCIDIN
    69-33-0
  • US $0.00-0.00 / kg
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
  • TUBERCIDIN pictures
  • TUBERCIDIN
    69-33-0
  • US $5.00 / KG
  • 99%
  • Career Henan Chemical Co
TUBERCIDINE 3-d)pyrimidin-4-amine,7-beta-d-ribofuranosyl-7h-pyrrolo( 3-d)pyrimidine,4-amino-7-beta-d-ribofuranosyl-7h-pyrrolo( 4-amino-7-(beta-d-ribofuranosyl)-pyrrolo(2,3-d)pyrimidine 4-amino-7-beta-d-ribofuranosyl-7h-pyrrolo(2,3-d)pyrimidine 7-beta-d-ribofuranosyl-7h-pyrrolo(2,3-d)pyrimidine-4-amine 7-deaza-adenosin antibiotic155b2t antibioticxk101-1 b120121 nsc56408 7-Deazaadenosine, XK 101-1, NSC 56408, SparsoMycin A, U 10071 Sparsamycin A N7-Deazaadenosine 7H-Pyrrolo[2,3-d]pyrimidin-4-amine,7-b-D-ribofuranosyl- ski26996 sparsomycina u-10071 tubercidin from streptomyces tubercidicus tubercidin from streptomyces*tubercidicus 7-beta-CD-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine 4-AMINO-7-BETA-D-RIBOFURANOSYL-7H-PYROLLO(2,3-D)PYRIMIDINE 7H-Pyrrolo2,3-dpyrimidin-4-amine, 7-.beta.-D-ribofuranosyl- 7-Deaza-D-adenosine 4-Amino-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine Sparsomycine A 7-.beta.-D-ribofuranosyl-7H-pyrrolo-[2,3-d]pyrimidin-4-amine 7-Deazadenosine 7H-Pyrrolo(2,3-D)pyrimidine, 4-amino-7-beta-D-ribofuranosyl- Aids051983 Aids-051983 2-(4-aMinopyrrolo[2,3-d]pyriMidin-7-yl)-5-(hydroxyMethyl)oxolane-3,4-diol 7-deaza-adenosin(Tubercidine) 7-DEAZAADENOSINE TUBERCIDIN Tubercidin (7-Deazaadenosine 7-Deaza-adeonsine CS-2599 Tubercidin, >97% 7H-Pyrrolo[2,3-d]pyrimidin-4-amine, 7-β-D-ribofuranosyl- 7-Deazaadenosine, Tubercidin, Sparsomycine A 4-Amino-7-(β-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine TUBERCIDIN USP/EP/BP 7-Deaza-Ar (2R,3R,4S,5R)-2-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol 7-Deaza-rA Tubercidin (6CI) 69-33-0 Antibiotics T-Z Antibiotics Antibiotics A to Z BioChemical