ChemicalBook > CAS DataBase List > 8-Bromo-3-methyl-xanthine

8-Bromo-3-methyl-xanthine

Product Name
8-Bromo-3-methyl-xanthine
CAS No.
93703-24-3
Chemical Name
8-Bromo-3-methyl-xanthine
Synonyms
Linaint-F;8-Bromo-3-methyL;Linagliptin Impurity 97;3-Methyl-8-broMoxanthine;3-Bromo-3-methylxanthine;8-Bromo 2-methyl xanthine;8-Bromo-3-methyl-xanthine;-1H-purine-2,6(3H,7H)-dione;Linagliptin 8-Bromo Impurity;8-Bromo-3-methyl-7H-purine-2,6-dione
CBNumber
CB41073838
Molecular Formula
C6H5BrN4O2
Formula Weight
245.03
MOL File
93703-24-3.mol
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8-Bromo-3-methyl-xanthine Property

Melting point:
300°C(lit.)
Density 
1.974
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
DMF (Slightly), DMSO (Slightly)
form 
powder to crystal
pka
7.65±0.20(Predicted)
color 
White to Almost white
InChI
InChI=1S/C6H5BrN4O2/c1-11-3-2(8-5(7)9-3)4(12)10-6(11)13/h1H3,(H,8,9)(H,10,12,13)
InChIKey
QTEQVEJOXGBDGI-UHFFFAOYSA-N
SMILES
N1C2=C(N(C)C(=O)NC2=O)NC=1Br
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Safety

Risk Statements 
22
Safety Statements 
26-36/37/39
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
B4134
Product name
8-Bromo-3-methylxanthine
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$275
Updated
2025/07/31
TRC
Product number
B683485
Product name
8-Bromo-3,9-dihydro-3-methyl-1H-purine-2,6-dione
Packaging
250mg
Price
$160
Updated
2021/12/16
Usbiological
Product number
162364
Product name
8-Bromo-3,9-dihydro-3-methyl-1H-purine-2,6-dione
Packaging
250mg
Price
$460
Updated
2021/12/16
SynQuest Laboratories
Product number
4H53-9-00
Product name
8-Bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dione
Packaging
1g
Price
$30
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB31604
Product name
8-Bromo-3-methyl-1H-purine-2,6(3H,7H)-dione
Packaging
5G
Price
$40
Updated
2021/12/16
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8-Bromo-3-methyl-xanthine Chemical Properties,Usage,Production

Chemical Properties

Light yellow solid

Uses

8-Bromo-3,9-dihydro-3-methyl-1H-purine-2,6-dione, is a substituted derivative of Xanthine (X499950), found in animal organs, yeast, potatoes, coffee beans, tea. It can also be used for the synthesis of Linagliptin (L465900), which is a novel potent and selective dipeptidyl peptidase-4 (DPP-4) inhibitor with potential use in the treatment of type 2 diabetes.

Synthesis

1076-22-8

93703-24-3

Step 1: Synthesis of 8-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dione 3-Methyl-3,7-dihydro-1H-purine-2,6-dione (11.3 g, 6.8 mmol) was dissolved in acetic acid (300 mL) and sodium acetate (8.37 g, 13.6 mmol) was added. Subsequently, bromine (13.04 g, 8.2 mmol) was added slowly dropwise at 50 °C. After the dropwise addition was completed, the reaction mixture was warmed up to 65 °C with continuous stirring for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice water (500 g) to precipitate the product. The precipitate was collected by filtration and the filter cake was washed twice with cold water and finally dried under vacuum to give 8-bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dione (16.1 g, 96.6% yield) as a light yellow solid.LCMS analysis showed a retention time of 0.541 min; LCMS (MH+) m/z: 245.

References

[1] Patent: WO2014/143799, 2014, A2. Location in patent: Page/Page column 371
[2] Patent: WO2014/97314, 2014, A1. Location in patent: Page/Page column 3; 8-9; 15
[3] Patent: US2002/28823, 2002, A1
[4] Patent: US2002/103211, 2002, A1
[5] Patent: US6774130, 2004, B2

8-Bromo-3-methyl-xanthine Preparation Products And Raw materials

Raw materials

Preparation Products

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8-Bromo-3-methyl-xanthine Suppliers

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View Lastest Price from 8-Bromo-3-methyl-xanthine manufacturers

Handan City Zechi trading Co., LTD
Product
8-Bromo-3-methyl-xanthine 93703-24-3
Price
US $1.00/g
Min. Order
100g
Purity
99
Supply Ability
1000
Release date
2025-08-11
WUHAN FORTUNA CHEMICAL CO., LTD
Product
8-Bromo-3-methyl-xanthine 93703-24-3
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min HPLC
Supply Ability
1000kg
Release date
2021-11-19
Henan Aochuang Chemical Co.,Ltd.
Product
8-Bromo-3-methyl-xanthine 93703-24-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-29

93703-24-3, 8-Bromo-3-methyl-xanthineRelated Search:

2-Aminoacetophenone Bismuth subcarbonate Bismuth nitrate oxide (R)-1-Boc-3-Aminopiperidine 2-Fluoroadenine 6-Bromopurine 2-Chloroadenine N-Benzoylaminopurine 6-Benzylaminopurine 6-CHLORO-9-(TETRAHYDRO-2-PYRANYL)-PURINE 3-Methylxanthine N6-(delta 2-Isopentenyl)-adenine (R)-(+)-9-(2-Hydroxypropyl)adenine 8-AZAGUANINE 6-Chloroguanine 6-Chloropurine 2,6-Dichloropurine 2,6-Diaminopurine

  • 8-Bromo-3-methyl-xanthine
  • 8-Bromo-3-methyl-3,7-dihydro-1H-purine-2,6-dione
  • 8-bromo-3-methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
  • 8-Bromo-3-methyl-7H-purine-2,6-dione
  • 8-bromo-3-methyl-1H-purine-2,6(3H,7H)-dione
  • 8-broMo-3-Methyl-1H-purine-2,6(3H,7H)
  • 1H-purine-2,6-dione, 8-broMo-3,7-dihydro-3-Methyl-
  • 3-Methyl-8-broMoxanthine
  • 1H-Purine-2,6-dione,8-broMo-3,9-dihydro-3-Methyl-
  • 8-Bromo-3-methylxanthine 8-Bromo-3-methyl-3,7-dihydropurine-2,6-dione
  • 8-Bromo 2-methyl xanthine
  • 8-Bromo-3,9-dihydro-3-methyl-1H-purine-2,6-dione
  • 8-Bromo-3-methyl-3,9-dihydro-purine-2,6-dione
  • Linaint-F
  • 8-Bromo-3-methyL
  • Linagliptin 8-Bromo Impurity
  • Linagliptin Impurity 97
  • -1H-purine-2,6(3H,7H)-dione
  • 8-Bromo-3-methyl-xanthine ISO 9001：2015 REACH
  • Linagliptin intermediates，8-Bromo-3-methyl-3,7-dihydropurine- 2,6-dione
  • 3-Bromo-3-methylxanthine
  • Linagliptin Impurity 1/ Linagliptin 8-bromo impurity (LNG STG-I)
  • 8-Bromo-3-Methyl-Xanthine / Linagliptin Intermediate
  • Linagliptin intermediate 3-Methyl-8-bromoxanthine(india site )
  • 8-Bromo-3-methyl-3,7-dihydropurine－2,6-dtone
  • 8-Bromo-3-methyl-3,9-dihydra-1H-purine-2,6-dione
  • 93703-24-3
  • C6H5BrN4O2
  • bc0001
  • 93703-24-3