CAS 58-08-2 MFCD00005758-1000μg/mL咖啡因-甲醇溶液(GBW(E)100174)) 咖啡因(精神管制，不能销售） TAO{mole}

1000μg/mL咖啡因-甲醇溶液(GBW(E)100174)) 咖啡因(精神管制，不能销售）

CAS 58-08-2 MFCD00005758

化学结构图

SMILES: Cn1c(=O)c2c(ncn2C)n(C)c1=O

化学属性

Mol. Formula	C8H10N4O2
Mol. Weight	194.22
Melting Point	234-236.5 °C(lit.)
Density	1.23
Solubility	Soluble in pyrrole, THF-H2O mixture, ethyl acetate
TSCA	Yes
Boiling Point	178° subl.
Flash Point	178°C
Appearance	18 4 (大鼠、经口) 260mg/kg。白色柔韧有弱光的针状结晶，无臭，味苦。露置干燥空气中可风化，80℃全部失水，178℃升华。Mp235-237.5C，相对密度(d )1.23。本品溶于氯仿(1：7)、水(1：60)、乙醇(1：130)，易溶于稀酸，微溶于乙醚。水溶液对石蕊呈中性，与有机酸或其碱金属盐如苯甲酸钠、水杨酸钠、枸橼酸钠或桂皮酸钠等形成复盐，可加大水中的溶解度。中等毒，LD 50

别名和识别编码

Chemical Name	1000μg/mL咖啡因-甲醇溶液(GBW(E)100174))
Synonym	咖啡因, 99.7% Methyltheobromide Caffeine Hydrate Coffeine Thein 1,3,7-三甲基黄嘌呤,1,3,7- TRIMETHYXATHINE 7-METHYLTHEOBROMINE 咖啡因 ( 精神类不能定购) 1H-Purine-2,6-dione, 3,7-dihydro-1,3,7-trimethyl- 茶素 1,3,7-TRIMETHYLXANTHINE 3,7-二氢-1,3,7-三甲基-1H-嘌呤-2,6-二酮 1,3,7-Trimethyl-2,6-dioxopurine 3,7-DIHYDRO-1,3,7-TRIMETHYL-IH- Kofein 一水咖啡因 Theobromine, 1-methyl- 甲基可可豆碱 COFFEIN GUARANINE 咖啡因 1,3,7-Trimethylxanthine 无水咖啡碱 Organex TIMTEC-BB SBB006474 1,3,7-Trimethyxanthine Eldiatric C COFFEINUM 咖啡鹼 Mettler-Toledo® 校准物质 ME 18872，咖啡因咖啡因,CAFFEINE COFFEINE Guaranine 1,3,7-Trimethyl-3,7-dihydro-1H-purine-2,6-dione METHYLTHEOBROMIDE Koffein 3,7-DIHYDRO-1,3,7-TRIMETHYL-1H-PURINE-2,6-DIONE 1,3,7-TRIMETHYLXANTHINE MONOHYDRATE 3,7-Dihydro-1,3,7-trimethyl-1H-purin Coffeinum METHYLTHEOBROMINE Anhydrous caffeine NO-Doz CAFFEINE MONOHYDRATE 咖啡因 ( 精神类不能定购） NCI-C02 3,7-Dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 咖啡因;3,7-二氢-1,3,7-三甲基-1H-嘌呤-2,6-二酮,咖啡碱;无水咖啡因,1,3,7-三甲基黄嘌呤;茶素;无水咖啡碱 1,3,7-三甲黃嘌呤 1,3,7-三甲基-3,7-二氢-1H-嘌呤-2,6-二酮 Caffeina 1,3,7-TRIMETHYL-2,6-DIOXOPURINE Xanthine, 1,3,7-trimethyl FEMA 2224 Theine 1,3,7-TRIMETHYL-3,7-DIHYDRO-PURINE-2,6-DIONE C Caffein
CAS Number	58-08-2
PubChem Substance ID	2519
EC Number	200-362-1
Beilstein Registry Number	0017705
MDL Number	MFCD00005758
Merck Number	14,1636
Chemical Name Translation	咖啡因(精神管制，不能销售）
Wiswesser Line Notation	T56 BN DN FNVNVJ B1 F1 H1
InChI	InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3

信息真实价格透明资金保障专业采购外包团队在线服务

品牌质保精细包装现货库存一流品牌服务

安全信息

GHS Symbol

WGK Germany1

Hazard Codes Xn

Hazard statements

H315 Causes skin irritation 会刺激皮肤
H370 Causes damage to organs 导致器官损伤
H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
H301+H311+H331
H319 Causes serious eye irritation 严重刺激眼睛
H302 Harmful if swallowed 吞食有害

Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves

RTECSEV6475000

Signal word Warning

Precautionary statements

P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
P301+P310
P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
P305+P351+P338
P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
P311 Call a POISON CENTER or doctor/physician. 呼叫解毒中心或医生/医师。

Safety Statements

S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
S16 Keep away from sources of ignition - No smoking 远离火源，禁止吸烟；
S2 Keep out of the reach of children 避免儿童触及；

Packing GroupIII

UN Number UN1544 UN 1544 6.1/PG 3

Risk Statements

R22 Harmful if swallowed 吞咽有害

Storage condition 室温储存 2-8°C

Hazard Class6.1

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 30800 mg/kg/44W-C
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Skin and Appendages - tumors
   Tumorigenic - increased incidence of tumors in susceptible strains
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   48,2078,1988

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 62 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
   Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
   TOLED5 Toxicology Letters.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1977-  Volume(issue)/page/year: 29,25,19

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - cat
DOSE/DURATION           : 100 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig,
   Ger. Dem. Rep.)  Volume(issue)/page/year: 4,1335,1935

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 251 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NYKZAU Nippon Yakurigaku Zasshi.  Japanese Journal of Pharmacology. (Nippon
   Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho,
   Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40-    1944- Volume(issue)/page/year:
   53,2S,1957

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - woman
DOSE/DURATION           : 96 mg/kg/1D-I
TOXIC EFFECTS :
   Behavioral - hallucinations, distorted perceptions
   Behavioral - toxic psychosis
   Gastrointestinal - hypermotility, diarrhea
REFERENCE :
   JOPDAB Journal of Pediatrics.  (C.V. Mosby Co., 11830 Westline Industrial
   Dr., St. Louis, MO 63141) V.1-    1932-  Volume(issue)/page/year:
   105,493,1984

TYPE OF TES

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Bacillus subtilis
DOSE/DURATION           : 2500 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 117,55,1983

TYPE OF TEST            : DNA repair
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 10 pph
REFERENCE :
   AGACBH Agents and Actions, A Swiss Journal of Pharmacology.  (Birkhaeuser
   Verlag, POB 133, CH-4010 Basel, Switzerland)  V.1-    1969/70-
   Volume(issue)/page/year: 4,286,1974

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 5000 ppm
REFERENCE :
   IJEBA6 Indian Journal of Experimental Biology.  (Publications & Information
   Directorate, CSIR, Hillside Rd., New Delhi 110 012, India)  V.1-    1963-
   Volume(issue)/page/year: 13,387,1975

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 400 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 43,37,1977

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Klebsiella pneumoniae
DOSE/DURATION           : 2 gm/L
REFERENCE :
   EXPEAM Experientia.  (Birkhaeuser Verlag, POB 133, CH-4010 Basel,
   Switzerland)  V.1-    1945-  Volume(issue)/page/year: 25,85,1969

TYPE OF TEST            : DNA damage
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 100 mg/kg
REFERENCE :
   ATSUDG Archives of Toxicology, Supplement.  (Springer-Verlag New York, Inc.,
   Service Center, 44 Hartz Way

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 1650 mg/kg
SEX/DURATION            : female 6-16 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TXCYAC Toxicology.  (Elsevier Scientific Pub. Ireland, Ltd., POB 85,
   Limerick, Ireland) V.1-    1973-  Volume(issue)/page/year: 23,57,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 42

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 350 mg/kg
SEX/DURATION            : female 8 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TCMUD8 Teratogenesis, Carcinogenesis, and Mutagenesis.  (Alan R. Liss, Inc.,
   41 E. 11th St., New York, NY 10003)  V.1-    1980- Volume(issue)/page/year:
   5,3,1985

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 400 mg/kg
SEX/DURATION            : female 13 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - gastrointestinal
   system
REFERENCE :
   FOMOAJ Folia Morphologica (Warsaw).  (Panstwowy Zaklad Wydawnictw
   Lekarskic

Restrict 精麻类化学品

其他信息

可燃性危险特性:热分解排出有毒氮氧化物烟雾; 过量服用兴奋, 失眠, 呕吐, 下泻
参考质量标准一:I. GB 14758-93@QB 2079-95 (通用标准)@(天然咖啡因) 含量/% 98.5～101.0(干基计) 99.0～101.5 砷 ≤0.0003%(GT-3) ≤0.0001% 重金属 ≤0.001% ≤0.001% 熔程/℃ 235～237.5 235.0～237.0 其他生物碱无沉淀产生阴性易炭化物正常比色液D
使用限量:GB 2760-96：可乐型饮料0.15g/kg。 FAO/WHO(1984)：200mg/kg。 FDA，§182.1180(2000)：0.02%。 FEMA：饮料120mg/kg。
方法一:咖啡因可从茶叶、咖啡豆、可可中提取，但目前主要采用人工合成法生严。尿素法氯乙酸用碳酸钠溶液中和至Ph=7.5～8.0，中和液加入氰化钠溶液中，在105～115℃下进行氰化反应2～5min得氰乙酸钠溶液。用盐酸酸化氰乙酸钠溶液，并在60～70℃(23.3kPa)下减压脱去大部分水。冷却后过滤除去析出的氯化钠，滤液继续浓缩至85℃(10.6kPa)，加入回收乙酸，继续蒸酸带水至90℃(6.65kPa)，得含水分低于1％的氰乙酸。将尿素加入氰乙酸，在75℃下搅拌20min，然后加入乙酐，并在≤98℃下保温30min。反应结束后减压回收乙酸，然后加水溶解，冷却至40℃，过滤、洗涤得氰乙酰脲。将氰乙酰脲加入30℃的氢氧化钠溶液中，在≤60℃下保温2.5h。之后加水溶解，加硫酸酸化，过滤除去硫酸钠后得4-亚氨基脲嘧啶溶液。将亚硝酸钠加入上述溶液，在16～18℃下缓慢加入硫酸，并在≤40℃下反应至淀粉碘化钾试纸变蓝为止。然后在30℃下加入铁粉，控制温度40～45℃，Ph值3.5～3.8(期间加硫酸调Ph值)。还原结束后升温至60～63℃过滤，滤饼用水洗2次，滤饼加水搅拌，在40～45℃加入甲酸，并加热至100℃，保温酰化2h。冷却后过滤，滤饼用水洗涤，得4-氨基-5-甲酰胺基脲嘧啶。将30％的氢氧化钠加入4-氨基-5-甲酰胺基脲嘧啶和水混合物，使Ph值为9.6，然后加入硫酸二甲酯进行甲基化，控制温度40～45℃，Ph值9.3～9.6(期间加入氢氧化钠溶液)，加料后保温搅拌30min。用30％的硫酸中和至中性，加入活性炭保温脱色30min。压滤后，滤液冷却结晶得咖啡因粗品，再$经脱色、精制得到成品。二甲脲法 40％的甲胺水溶液在100～110℃下气化后，通入熔融的尿素(≥132℃)缩合得到二甲基脲。将乙氰酸加入熔融的二甲基脲，冷至55～60℃时加入乙酐。缩合反应放热升温至90℃，保温30min后，减压蒸酸。蒸至90～98℃(6.65kPa)时，加水溶解得二甲基氰乙酰脲溶液。用30％的氢氧化钠溶液调节其Ph值至9.5，并在90℃下环合反应1h。然后加入亚硝酸钠，冷却至30℃后加入30％～35％的硫酸，并在≤45℃下亚硝化反应1h(淀粉碘化钾试液显蓝色为终点)。反应结束后冷至室温，过滤并水洗至中性，得滤饼即为1，3-二甲基-4-亚氨基紫脲酸。将1，3-二甲基-4-亚氨基紫脲酸、水和铁粉加入反应釜，升温至50℃后分批加入氯化钠，控制还原反应温度85℃，反应后期升温至100℃反应15min。过滤并水洗滤饼，滤液和洗液合并后加入甲酸，在1 00℃下甲酰化20min。冷却后过滤得1，3-二甲基-4-氨基-5-甲酰胺基脲嘧啶和母液。将水和上述母液加入反应釜，再加入1，3-二甲基-4-氨基-5-甲酰胺基脲嘧啶，加热至95℃并用氢氧化钠溶液调Ph值13～14，环合反应30min。然后在40℃下加入硫酸二甲酯，并控制在Ph值9.3～9.4下甲基化30min。之后用稀硫酸中和至Ph值7.5～8.0，加入活性炭脱色30min。冷却结晶、甩干得咖啡因粗品，精制后得成品。
方法三:1.尿素法由氯乙酸经中和、氰化、酸化得到氰乙酸，然后与尿素缩合得氰乙酰脲，再经环合、酸化、亚硝化、还原、酰化、甲基化得到咖啡因。2.二甲脲法由尿素和一甲胺缩合成二甲基脲，再与氰乙酸缩合为1，3-二甲基乙酰脲，然后经环合、亚硝化、还原、甲酰化、环合、甲基化而得咖啡因。二甲脲法收率高、成本低、消耗少、周期短、设备要求不高、操作简便、容易控制，适合于工业生产。此外，在生产低含量咖啡因的咖啡时，可得到副产品咖啡因。除了从天然物质提取的方法和上述全合成法外，还有半合成法。人可可提取可可碱，然后甲基化得到咖啡因，这是较早的半合成法。从鸟类粪素或尿酸制备咖啡因也属于这类合成法。