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TUBERCIDIN

TUBERCIDIN structure

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:2024-11-17 16:00:36

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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)

GHS06

Signal word

Danger

Hazard statements

H300

Precautionary statements

P264-P301+P310

Hazard Codes

T+

Risk Statements

Safety Statements

36/37/39-45

RIDADR

UN 3462 6.1/PG 2

WGK Germany

RTECS

UY8870000

HazardClass

6.1(a)

PackingGroup

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.

TUBERCIDIN synthesis

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

5-IODOTUBERCIDIN

TUBERCIDIN Suppliers

Global( 167)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Wuhu Nuowei chemistry Co., Ltd.	+86-0553-2911116-802 +86-18055311600	sales1@nuowei-chem.com	China	1638	58
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32965	60
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29871	58
Beijing Ribio Biotech Co.,Ltd	010-62664360 +8613328773880	wucy@ribio.com.cn	China	117	58
Nanjing Baifuli Technology Co., Ltd.	+86-15335185688	sales@unisyn.cn	CHINA	332	58
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22963	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58
Chongqing Chemdad Co., Ltd	+86-023-6139-8061 +86-86-13650506873	sales@chemdad.com	China	39894	58
Shaanxi Dideu Medichem Co. Ltd	+86-29-87569262 +86-15003564040	1087@dideu.com	China	3167	58
Antai Fine Chemical Technology Co.,Limited	18503026267	info@antaichem.com	CHINA	9636	58

Supplier	Advantage
Wuhu Nuowei chemistry Co., Ltd.	58
ATK CHEMICAL COMPANY LIMITED	60
career henan chemical co	58
Beijing Ribio Biotech Co.,Ltd	58
Nanjing Baifuli Technology Co., Ltd.	58
Hubei xin bonus chemical co. LTD	58
BOC Sciences	58
Chongqing Chemdad Co., Ltd	58
Shaanxi Dideu Medichem Co. Ltd	58
Antai Fine Chemical Technology Co.,Limited	58

View Lastest Price from TUBERCIDIN manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-02-12	7-Deaza-adeonsine 69-33-0	US $0.00-0.00 / g	10g	97%min	100kgs	WUHAN FORTUNA CHEMICAL CO., LTD
2024-11-17	Tubercidin 69-33-0	US $48.00-132.00 / mg		99.38%	10g	TargetMol Chemicals Inc.
2019-08-05	TUBERCIDIN 69-33-0	US $5.00 / KG	1KG	99%	1ton	Career Henan Chemical Co

7-Deaza-adeonsine
69-33-0
US $0.00-0.00 / g
97%min
WUHAN FORTUNA CHEMICAL CO., LTD

Tubercidin
69-33-0
US $48.00-132.00 / mg
99.38%
TargetMol Chemicals Inc.

TUBERCIDIN
69-33-0
US $5.00 / KG
99%
Career Henan Chemical Co

69-33-0(TUBERCIDIN)Related Search:

API-2 SANGIVAMYCIN 5-IODOTUBERCIDIN 4-AMINO-5-CYANO-7-(BETA-D-RIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE tubercidin 5'-phosphate,TUBERCIDIN-5'-O-MONOPHOSPHATE SODIUM SALT,tubercidin-5-monophosphat

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TUBERCIDIN, [5-3H] SANGIVAMYCIN, [3H]- 7-DEAZA-7-CARBAMOYLADENOSINE HYDRATE

1of4

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) 4-Amino-7-(b-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine Tubercidin, 10 mM in DMSO 69-33-0 Antibiotics T-Z Antibiotics Antibiotics A to Z BioChemical