二羟丙茶碱

二羟丙茶碱 基本信息
CAS号 479-18-5 分子式 C10H14N4O4
分子量 254.24300 精确质量  254.10200
PSA  102.28000 LogP  -2.21310

基本信息 展开↓

CAS号:
479-18-5
3D弹球模型:
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分子式:
C10H14N4O4
分子量:
254.24300
中文名称:
二羟丙茶碱
英文名称:
dyphylline
中文别名:
二羟丙茶碱;
7-(2,3-二羟丙基)茶碱;
7-(2,3-二羟基丙基)茶碱;
喘定;
丙羟茶碱、甘油茶碱;
喘定、甘油茶碱;
1,3-二甲基-7-(2,3-二羟基丙基)-3,7-二氢-1H-嘌呤-2,6-二酮
英文别名:
dyphylline;
tesfen;
Teofen;
7-(2,3-Dihydroxypropyl)theophylline;
7-(2,3-dihydroxypropyl)theophylline;
Coronal;
Airet;
Circain;
Dyflex;
Dyphylline;
circair;
Theal;
Diprophylline;
7-(2,3-dihydroxyprop-1-yl)theophylline;
7-(2,3-Dihydroxypropyl)-1,3-dimethylxanthine;
Dilor;
Neufil;
Diphylline;
7-(2,3-Dihydroxypropyl)theophylline,Dyphylline
精确分子量/精确质量:
254.10200
极性分子表面积/PSA:
102.28000
油水分配系数/LogP:

LogP值指的是某物质在正辛醇/水两相体系中的分配系数的对数值,反映了物质在油水两相中的分配情况。其中、LogP值越大,说明该物质越亲油;反之,LogP值越小,则说明该物质越亲水。
贝尔斯坦号/MDL:
MFCD00005759
EINECS:
207-526-1
PubChem:
24893280
BRN:
284563
InChI:
InChI=1/C10H14N4O4/c1-12-8-7(9(17)13(2)10(12)18)14(5-11-8)3-6(16)4-15/h5-6,15-16H,3-4H2,1-2H3/t6-/m1/s1

生产制备方法及用途展开↓

制备方法


由茶碱钠盐与一氯丙二醇经缩合而得。

合成制备方法


由茶碱钠盐与一氯丙二醇经缩合而得。

用途简介


二羟丙茶碱平滑肌松弛药,有扩张支气管和冠状动脉的作用,并有利尿作用。在胃液中稳定。平喘作用与氨茶碱相似,尤适用于伴有心动过速。

用途


本品与氨茶碱同属黄嘌呤类扩张支气管药,适用于治疗支气管哮喘、喘息性支气管炎及慢性肺气肿等,也可用于预防支气管哮喘发作,还可用于心绞痛及心脏性水肿的治疗。茶碱是黄嘌呤类药物的代表性品种,为了改善茶碱的溶解度而发展出氨茶碱(茶碱与乙二胺的复盐)、胆茶碱(茶碱与胆碱的复盐)、二羟丙茶碱(茶碱N-7位衍生物)等。二羟丙茶碱水溶性较氨茶碱大,但作用较茶碱弱,其毒性约为氨茶碱的1/5。鼠口服LD50为3400毫克/公斤。

物化性质展开↓

外观与性状:
白色粉末
密度:
1.57g/cm3
熔点:
161-162 °C(lit.)
沸点:
589.6ºC at 760 mmHg
闪点:
310.4ºC
水溶解性:
33 g/100 mL (25 ºC)
折射率:
1.5403 (172ºC)
蒸汽压:
9.57E-15mmHg at 25°C
存储条件/存储方法:

密封保存,放置于通风、干燥地方,避免于其他氧化物接触。

稳定性相关:

按规格使用和贮存,不会发生分解,避免与氧化物接触

其它信息:

1.       性状:白色结晶性粉末

2.       密度(g/ m3,25/4):未确定

3.       相对蒸汽密度(g/cm3,空气=1):未确定

4.       熔点(ºC):159-163.5

5.       沸点(ºC,常压):未确定

6.       沸点(ºC,5.2kPa):未确定

7.       折射率:未确定

8.       闪点(ºC):未确定

9.       比旋光度(º):未确定

10.    自燃点或引燃温度(ºC):未确定

11.    蒸气压(kPa,25ºC):未确定

12.    饱和蒸气压(kPa,60ºC):未确定

13.    燃烧热(KJ/mol):未确定

14.    临界温度(ºC):未确定

15.    临界压力(KPa):未确定

16.    油水(辛醇/水)分配系数的对数值:未确定

17.    爆炸上限(%,V/V):未确定

18.    爆炸下限(%,V/V):未确定

19.    溶解性:易溶于水

安全信息展开↓

海关代码:
2939590000
WGK_Germany:
3
德国有关水污染物质的分类清单
危险类别码:
R22
安全说明:
S36
RTECS号:
XH5100000
危险标志:
Xn:Harmful

化学图谱

  1. 二羟丙茶碱红外图谱(IR1)

  2. 二羟丙茶碱红外图谱(IR2)

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毒理性展开↓

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XH5100000
CHEMICAL NAME :
Theophylline, 7-(2,3-dihydroxypropyl)-
CAS REGISTRY NUMBER :
479-18-5
BEILSTEIN REFERENCE NO. :
0284563
LAST UPDATED :
199701
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C10-H14-N4-O4
MOLECULAR WEIGHT :
254.28
WISWESSER LINE NOTATION :
T56 BN DN FNVNVJ B1YQ1Q F1 H1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>400 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE. Volume(issue)/page/year: 35,266,1946
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1253 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 230,194,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
860 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 230,194,1957
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1954 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 116,343,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
195 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
STRAAA Strahlentherapie. (Urban & Schwarzenberg, Postfach 202440, D-8000 Munich 2, Fed. Rep. Ger.) V.1- 1912- Volume(issue)/page/year: 127,245,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1052 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 6,601,1956
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1080 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
RPOBAR Research Progress in Organic-Biological and Medicinal Chemistry. (New York, NY) V.1-3, 1964-72. Discontinued. Volume(issue)/page/year: 2,288,1970 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80405 No. of Facilities: 68 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 2770 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80405 No. of Facilities: 38 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 795 (estimated) No. of Female Employees: 486 (estimated)
毒理学数据:

急性毒性:大鼠经口LD>400mg/kg,除致死剂量外无详细说明;

大鼠经皮下LD501253mg/kg,除致死剂量外无详细说明;

大鼠经静脉LD50860mg/kg,除致死剂量外无详细说明;

小鼠经口LD501954mg/kg,除致死剂量外无详细说明;

小鼠经腹腔LD50195mg/kg,除致死剂量外无详细说明;

小鼠经皮下LD501052mg/kg,除致死剂量外无详细说明;

小鼠经静脉LD501080mg/kg,除致死剂量外无详细说明。

生态数据:

该物质对环境可能有危害,对水体应给予特别注意。

MSDS 展开↓

Name: 7-(2 3-Dihydroxypropyl)theophylline 99% Material Safety Data Sheet
Synonym: Dyphylline; Dihydroxypropyl Theopylin
CAS: 479-18-5
Section 1 - Chemical Product   MSDS Name:7-(2 3-Dihydroxypropyl)theophylline 99% Material Safety Data Sheet
Synonym:Dyphylline; Dihydroxypropyl Theopylin

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS
CAS# Chemical Name content EINECS#
479-18-5 7-(2,3-Dihydroxypropyl)theophylline 99 207-526-1
Hazard Symbols: XN
Risk Phrases: 22

Section 3 - HAZARDS IDENTIFICATION
  EMERGENCY OVERVIEW
Harmful if swallowed.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

Section 4 - FIRST AID MEASURES
  Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

Section 5 - FIRE FIGHTING MEASURES
  General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
  General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

Section 7 - HANDLING and STORAGE
  Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
  Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 479-18-5: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
 
Physical State: Powder
Color: white
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 161.00 - 162.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: 1g/3ml (25 c)
Specific Gravity/Density:
Molecular Formula: C10H14N4O4
Molecular Weight: 254.24

Section 10 - STABILITY AND REACTIVITY
  Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
  RTECS#:
CAS# 479-18-5: XH5100000 LD50/LC50:
CAS# 479-18-5: Oral, mouse: LD50 = 1954 mg/kg.
Carcinogenicity:
7-(2,3-Dihydroxypropyl)theophylline - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

Section 12 - ECOLOGICAL INFORMATION
 

Section 13 - DISPOSAL CONSIDERATIONS
  Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION
 
IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

Section 15 - REGULATORY INFORMATION
 
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
Safety Phrases:
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 479-18-5: 1
Canada
CAS# 479-18-5 is listed on Canada's NDSL List.
CAS# 479-18-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 479-18-5 is listed on the TSCA inventory.


SECTION 16 - ADDITIONAL INFORMATION
N/A

分子结构与计算化学数据展开↓

分子结构数据


1   摩尔折射率:61.49

2   摩尔体积m3/mol161.1

3   等张比容(90.2K):460.6

4   表面张力dyne/cm66.8

5   极化率10-24cm324.37

计算化学数据


1.疏水参数计算参考值(XlogP):无

2.氢键供体数量:2

3.氢键受体数量:5

4.可旋转化学键数量:3

5.互变异构体数量:无

6.拓扑分子极性表面积98.9

7.重原子数量:18

8.表面电荷:0

9.复杂度:364

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:1

13.确定化学键立构中心数量:0

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

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